1 /* $OpenBSD: smime.c,v 1.10 2018/02/07 05:47:55 jsing Exp $ */
2 /* Written by Dr Stephen N Henson (steve@openssl.org) for the OpenSSL
5 /* ====================================================================
6 * Copyright (c) 1999-2004 The OpenSSL Project. All rights reserved.
8 * Redistribution and use in source and binary forms, with or without
9 * modification, are permitted provided that the following conditions
12 * 1. Redistributions of source code must retain the above copyright
13 * notice, this list of conditions and the following disclaimer.
15 * 2. Redistributions in binary form must reproduce the above copyright
16 * notice, this list of conditions and the following disclaimer in
17 * the documentation and/or other materials provided with the
20 * 3. All advertising materials mentioning features or use of this
21 * software must display the following acknowledgment:
22 * "This product includes software developed by the OpenSSL Project
23 * for use in the OpenSSL Toolkit. (http://www.OpenSSL.org/)"
25 * 4. The names "OpenSSL Toolkit" and "OpenSSL Project" must not be used to
26 * endorse or promote products derived from this software without
27 * prior written permission. For written permission, please contact
28 * licensing@OpenSSL.org.
30 * 5. Products derived from this software may not be called "OpenSSL"
31 * nor may "OpenSSL" appear in their names without prior written
32 * permission of the OpenSSL Project.
34 * 6. Redistributions of any form whatsoever must retain the following
36 * "This product includes software developed by the OpenSSL Project
37 * for use in the OpenSSL Toolkit (http://www.OpenSSL.org/)"
39 * THIS SOFTWARE IS PROVIDED BY THE OpenSSL PROJECT ``AS IS'' AND ANY
40 * EXPRESSED OR IMPLIED WARRANTIES, INCLUDING, BUT NOT LIMITED TO, THE
41 * IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR
42 * PURPOSE ARE DISCLAIMED. IN NO EVENT SHALL THE OpenSSL PROJECT OR
43 * ITS CONTRIBUTORS BE LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL,
44 * SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES (INCLUDING, BUT
45 * NOT LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES;
46 * LOSS OF USE, DATA, OR PROFITS; OR BUSINESS INTERRUPTION)
47 * HOWEVER CAUSED AND ON ANY THEORY OF LIABILITY, WHETHER IN CONTRACT,
48 * STRICT LIABILITY, OR TORT (INCLUDING NEGLIGENCE OR OTHERWISE)
49 * ARISING IN ANY WAY OUT OF THE USE OF THIS SOFTWARE, EVEN IF ADVISED
50 * OF THE POSSIBILITY OF SUCH DAMAGE.
51 * ====================================================================
53 * This product includes cryptographic software written by Eric Young
54 * (eay@cryptsoft.com). This product includes software written by Tim
55 * Hudson (tjh@cryptsoft.com).
59 /* S/MIME utility function */
66 #include <openssl/crypto.h>
67 #include <openssl/err.h>
68 #include <openssl/pem.h>
69 #include <openssl/x509_vfy.h>
70 #include <openssl/x509v3.h>
72 static int save_certs(char *signerfile, STACK_OF(X509) * signers);
73 static int smime_cb(int ok, X509_STORE_CTX * ctx);
77 #define SMIME_SIGNERS 0x40
78 #define SMIME_ENCRYPT (1 | SMIME_OP)
79 #define SMIME_DECRYPT (2 | SMIME_IP)
80 #define SMIME_SIGN (3 | SMIME_OP | SMIME_SIGNERS)
81 #define SMIME_VERIFY (4 | SMIME_IP)
82 #define SMIME_PK7OUT (5 | SMIME_IP | SMIME_OP)
83 #define SMIME_RESIGN (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS)
86 smime_main(int argc, char **argv)
91 const char *inmode = "r", *outmode = "w";
92 char *infile = NULL, *outfile = NULL;
93 char *signerfile = NULL, *recipfile = NULL;
94 STACK_OF(OPENSSL_STRING) * sksigners = NULL, *skkeys = NULL;
95 char *certfile = NULL, *keyfile = NULL, *contfile = NULL;
96 const EVP_CIPHER *cipher = NULL;
98 X509_STORE *store = NULL;
99 X509 *cert = NULL, *recip = NULL, *signer = NULL;
100 EVP_PKEY *key = NULL;
101 STACK_OF(X509) * encerts = NULL, *other = NULL;
102 BIO *in = NULL, *out = NULL, *indata = NULL;
104 int flags = PKCS7_DETACHED;
105 char *to = NULL, *from = NULL, *subject = NULL;
106 char *CAfile = NULL, *CApath = NULL;
107 char *passargin = NULL, *passin = NULL;
109 const EVP_MD *sign_md = NULL;
110 int informat = FORMAT_SMIME, outformat = FORMAT_SMIME;
111 int keyform = FORMAT_PEM;
113 X509_VERIFY_PARAM *vpm = NULL;
115 if (single_execution) {
116 if (pledge("stdio cpath wpath rpath tty", NULL) == -1) {
125 while (!badarg && *args && *args[0] == '-') {
126 if (!strcmp(*args, "-encrypt"))
127 operation = SMIME_ENCRYPT;
128 else if (!strcmp(*args, "-decrypt"))
129 operation = SMIME_DECRYPT;
130 else if (!strcmp(*args, "-sign"))
131 operation = SMIME_SIGN;
132 else if (!strcmp(*args, "-resign"))
133 operation = SMIME_RESIGN;
134 else if (!strcmp(*args, "-verify"))
135 operation = SMIME_VERIFY;
136 else if (!strcmp(*args, "-pk7out"))
137 operation = SMIME_PK7OUT;
138 #ifndef OPENSSL_NO_DES
139 else if (!strcmp(*args, "-des3"))
140 cipher = EVP_des_ede3_cbc();
141 else if (!strcmp(*args, "-des"))
142 cipher = EVP_des_cbc();
144 #ifndef OPENSSL_NO_RC2
145 else if (!strcmp(*args, "-rc2-40"))
146 cipher = EVP_rc2_40_cbc();
147 else if (!strcmp(*args, "-rc2-128"))
148 cipher = EVP_rc2_cbc();
149 else if (!strcmp(*args, "-rc2-64"))
150 cipher = EVP_rc2_64_cbc();
152 #ifndef OPENSSL_NO_AES
153 else if (!strcmp(*args, "-aes128"))
154 cipher = EVP_aes_128_cbc();
155 else if (!strcmp(*args, "-aes192"))
156 cipher = EVP_aes_192_cbc();
157 else if (!strcmp(*args, "-aes256"))
158 cipher = EVP_aes_256_cbc();
160 #ifndef OPENSSL_NO_CAMELLIA
161 else if (!strcmp(*args, "-camellia128"))
162 cipher = EVP_camellia_128_cbc();
163 else if (!strcmp(*args, "-camellia192"))
164 cipher = EVP_camellia_192_cbc();
165 else if (!strcmp(*args, "-camellia256"))
166 cipher = EVP_camellia_256_cbc();
168 else if (!strcmp(*args, "-text"))
170 else if (!strcmp(*args, "-nointern"))
171 flags |= PKCS7_NOINTERN;
172 else if (!strcmp(*args, "-noverify"))
173 flags |= PKCS7_NOVERIFY;
174 else if (!strcmp(*args, "-nochain"))
175 flags |= PKCS7_NOCHAIN;
176 else if (!strcmp(*args, "-nocerts"))
177 flags |= PKCS7_NOCERTS;
178 else if (!strcmp(*args, "-noattr"))
179 flags |= PKCS7_NOATTR;
180 else if (!strcmp(*args, "-nodetach"))
181 flags &= ~PKCS7_DETACHED;
182 else if (!strcmp(*args, "-nosmimecap"))
183 flags |= PKCS7_NOSMIMECAP;
184 else if (!strcmp(*args, "-binary"))
185 flags |= PKCS7_BINARY;
186 else if (!strcmp(*args, "-nosigs"))
187 flags |= PKCS7_NOSIGS;
188 else if (!strcmp(*args, "-stream"))
190 else if (!strcmp(*args, "-indef"))
192 else if (!strcmp(*args, "-noindef"))
194 else if (!strcmp(*args, "-nooldmime"))
195 flags |= PKCS7_NOOLDMIMETYPE;
196 else if (!strcmp(*args, "-crlfeol"))
197 flags |= PKCS7_CRLFEOL;
198 else if (!strcmp(*args, "-passin")) {
202 } else if (!strcmp(*args, "-to")) {
206 } else if (!strcmp(*args, "-from")) {
210 } else if (!strcmp(*args, "-subject")) {
214 } else if (!strcmp(*args, "-signer")) {
217 /* If previous -signer argument add signer to list */
221 sksigners = sk_OPENSSL_STRING_new_null();
222 sk_OPENSSL_STRING_push(sksigners, signerfile);
224 keyfile = signerfile;
226 skkeys = sk_OPENSSL_STRING_new_null();
227 sk_OPENSSL_STRING_push(skkeys, keyfile);
230 signerfile = *++args;
231 } else if (!strcmp(*args, "-recip")) {
235 } else if (!strcmp(*args, "-md")) {
238 sign_md = EVP_get_digestbyname(*++args);
239 if (sign_md == NULL) {
240 BIO_printf(bio_err, "Unknown digest %s\n",
244 } else if (!strcmp(*args, "-inkey")) {
247 /* If previous -inkey arument add signer to list */
250 BIO_puts(bio_err, "Illegal -inkey without -signer\n");
254 sksigners = sk_OPENSSL_STRING_new_null();
255 sk_OPENSSL_STRING_push(sksigners, signerfile);
258 skkeys = sk_OPENSSL_STRING_new_null();
259 sk_OPENSSL_STRING_push(skkeys, keyfile);
262 } else if (!strcmp(*args, "-keyform")) {
265 keyform = str2fmt(*++args);
266 } else if (!strcmp(*args, "-certfile")) {
270 } else if (!strcmp(*args, "-CAfile")) {
274 } else if (!strcmp(*args, "-CApath")) {
278 } else if (!strcmp(*args, "-in")) {
282 } else if (!strcmp(*args, "-inform")) {
285 informat = str2fmt(*++args);
286 } else if (!strcmp(*args, "-outform")) {
289 outformat = str2fmt(*++args);
290 } else if (!strcmp(*args, "-out")) {
294 } else if (!strcmp(*args, "-content")) {
298 } else if (args_verify(&args, NULL, &badarg, bio_err, &vpm))
300 else if ((cipher = EVP_get_cipherbyname(*args + 1)) == NULL)
305 if (!(operation & SMIME_SIGNERS) && (skkeys || sksigners)) {
306 BIO_puts(bio_err, "Multiple signers or keys not allowed\n");
309 if (operation & SMIME_SIGNERS) {
310 /* Check to see if any final signer needs to be appended */
311 if (keyfile && !signerfile) {
312 BIO_puts(bio_err, "Illegal -inkey without -signer\n");
317 sksigners = sk_OPENSSL_STRING_new_null();
318 sk_OPENSSL_STRING_push(sksigners, signerfile);
320 skkeys = sk_OPENSSL_STRING_new_null();
322 keyfile = signerfile;
323 sk_OPENSSL_STRING_push(skkeys, keyfile);
326 BIO_printf(bio_err, "No signer certificate specified\n");
331 } else if (operation == SMIME_DECRYPT) {
332 if (!recipfile && !keyfile) {
333 BIO_printf(bio_err, "No recipient certificate or key specified\n");
336 } else if (operation == SMIME_ENCRYPT) {
338 BIO_printf(bio_err, "No recipient(s) certificate(s) specified\n");
341 } else if (!operation)
346 BIO_printf(bio_err, "Usage smime [options] cert.pem ...\n");
347 BIO_printf(bio_err, "where options are\n");
348 BIO_printf(bio_err, "-encrypt encrypt message\n");
349 BIO_printf(bio_err, "-decrypt decrypt encrypted message\n");
350 BIO_printf(bio_err, "-sign sign message\n");
351 BIO_printf(bio_err, "-verify verify signed message\n");
352 BIO_printf(bio_err, "-pk7out output PKCS#7 structure\n");
353 #ifndef OPENSSL_NO_DES
354 BIO_printf(bio_err, "-des3 encrypt with triple DES\n");
355 BIO_printf(bio_err, "-des encrypt with DES\n");
357 #ifndef OPENSSL_NO_RC2
358 BIO_printf(bio_err, "-rc2-40 encrypt with RC2-40 (default)\n");
359 BIO_printf(bio_err, "-rc2-64 encrypt with RC2-64\n");
360 BIO_printf(bio_err, "-rc2-128 encrypt with RC2-128\n");
362 #ifndef OPENSSL_NO_AES
363 BIO_printf(bio_err, "-aes128, -aes192, -aes256\n");
364 BIO_printf(bio_err, " encrypt PEM output with cbc aes\n");
366 #ifndef OPENSSL_NO_CAMELLIA
367 BIO_printf(bio_err, "-camellia128, -camellia192, -camellia256\n");
368 BIO_printf(bio_err, " encrypt PEM output with cbc camellia\n");
370 BIO_printf(bio_err, "-nointern don't search certificates in message for signer\n");
371 BIO_printf(bio_err, "-nosigs don't verify message signature\n");
372 BIO_printf(bio_err, "-noverify don't verify signers certificate\n");
373 BIO_printf(bio_err, "-nocerts don't include signers certificate when signing\n");
374 BIO_printf(bio_err, "-nodetach use opaque signing\n");
375 BIO_printf(bio_err, "-noattr don't include any signed attributes\n");
376 BIO_printf(bio_err, "-binary don't translate message to text\n");
377 BIO_printf(bio_err, "-certfile file other certificates file\n");
378 BIO_printf(bio_err, "-signer file signer certificate file\n");
379 BIO_printf(bio_err, "-recip file recipient certificate file for decryption\n");
380 BIO_printf(bio_err, "-in file input file\n");
381 BIO_printf(bio_err, "-inform arg input format SMIME (default), PEM or DER\n");
382 BIO_printf(bio_err, "-inkey file input private key (if not signer or recipient)\n");
383 BIO_printf(bio_err, "-keyform arg input private key format (PEM)\n");
384 BIO_printf(bio_err, "-out file output file\n");
385 BIO_printf(bio_err, "-outform arg output format SMIME (default), PEM or DER\n");
386 BIO_printf(bio_err, "-content file supply or override content for detached signature\n");
387 BIO_printf(bio_err, "-to addr to address\n");
388 BIO_printf(bio_err, "-from ad from address\n");
389 BIO_printf(bio_err, "-subject s subject\n");
390 BIO_printf(bio_err, "-text include or delete text MIME headers\n");
391 BIO_printf(bio_err, "-CApath dir trusted certificates directory\n");
392 BIO_printf(bio_err, "-CAfile file trusted certificates file\n");
393 BIO_printf(bio_err, "-crl_check check revocation status of signer's certificate using CRLs\n");
394 BIO_printf(bio_err, "-crl_check_all check revocation status of signer's certificate chain using CRLs\n");
395 BIO_printf(bio_err, "-passin arg input file pass phrase source\n");
396 BIO_printf(bio_err, "cert.pem recipient certificate(s) for encryption\n");
400 if (!app_passwd(bio_err, passargin, NULL, &passin, NULL)) {
401 BIO_printf(bio_err, "Error getting password\n");
406 if (!(operation & SMIME_SIGNERS))
407 flags &= ~PKCS7_DETACHED;
409 if (operation & SMIME_OP) {
410 if (outformat == FORMAT_ASN1)
413 if (flags & PKCS7_BINARY)
417 if (operation & SMIME_IP) {
418 if (informat == FORMAT_ASN1)
421 if (flags & PKCS7_BINARY)
425 if (operation == SMIME_ENCRYPT) {
427 #ifndef OPENSSL_NO_RC2
428 cipher = EVP_rc2_40_cbc();
430 BIO_printf(bio_err, "No cipher selected\n");
434 encerts = sk_X509_new_null();
436 if (!(cert = load_cert(bio_err, *args, FORMAT_PEM,
437 NULL, "recipient certificate file"))) {
440 sk_X509_push(encerts, cert);
446 if (!(other = load_certs(bio_err, certfile, FORMAT_PEM, NULL,
447 "certificate file"))) {
448 ERR_print_errors(bio_err);
452 if (recipfile && (operation == SMIME_DECRYPT)) {
453 if (!(recip = load_cert(bio_err, recipfile, FORMAT_PEM, NULL,
454 "recipient certificate file"))) {
455 ERR_print_errors(bio_err);
459 if (operation == SMIME_DECRYPT) {
462 } else if (operation == SMIME_SIGN) {
464 keyfile = signerfile;
469 key = load_key(bio_err, keyfile, keyform, 0, passin,
475 if (!(in = BIO_new_file(infile, inmode))) {
477 "Can't open input file %s\n", infile);
481 in = BIO_new_fp(stdin, BIO_NOCLOSE);
483 if (operation & SMIME_IP) {
484 if (informat == FORMAT_SMIME)
485 p7 = SMIME_read_PKCS7(in, &indata);
486 else if (informat == FORMAT_PEM)
487 p7 = PEM_read_bio_PKCS7(in, NULL, NULL, NULL);
488 else if (informat == FORMAT_ASN1)
489 p7 = d2i_PKCS7_bio(in, NULL);
491 BIO_printf(bio_err, "Bad input format for PKCS#7 file\n");
496 BIO_printf(bio_err, "Error reading S/MIME message\n");
501 if (!(indata = BIO_new_file(contfile, "rb"))) {
502 BIO_printf(bio_err, "Can't read content file %s\n", contfile);
508 if (!(out = BIO_new_file(outfile, outmode))) {
510 "Can't open output file %s\n", outfile);
514 out = BIO_new_fp(stdout, BIO_NOCLOSE);
517 if (operation == SMIME_VERIFY) {
518 if (!(store = setup_verify(bio_err, CAfile, CApath)))
520 X509_STORE_set_verify_cb(store, smime_cb);
522 X509_STORE_set1_param(store, vpm);
526 if (operation == SMIME_ENCRYPT) {
528 flags |= PKCS7_STREAM;
529 p7 = PKCS7_encrypt(encerts, in, cipher, flags);
530 } else if (operation & SMIME_SIGNERS) {
533 * If detached data content we only enable streaming if
534 * S/MIME output format.
536 if (operation == SMIME_SIGN) {
537 if (flags & PKCS7_DETACHED) {
538 if (outformat == FORMAT_SMIME)
539 flags |= PKCS7_STREAM;
541 flags |= PKCS7_STREAM;
542 flags |= PKCS7_PARTIAL;
543 p7 = PKCS7_sign(NULL, NULL, other, in, flags);
547 flags |= PKCS7_REUSE_DIGEST;
548 for (i = 0; i < sk_OPENSSL_STRING_num(sksigners); i++) {
549 signerfile = sk_OPENSSL_STRING_value(sksigners, i);
550 keyfile = sk_OPENSSL_STRING_value(skkeys, i);
551 signer = load_cert(bio_err, signerfile, FORMAT_PEM, NULL,
552 "signer certificate");
555 key = load_key(bio_err, keyfile, keyform, 0, passin,
559 if (!PKCS7_sign_add_signer(p7, signer, key,
567 /* If not streaming or resigning finalize structure */
568 if ((operation == SMIME_SIGN) && !(flags & PKCS7_STREAM)) {
569 if (!PKCS7_final(p7, in, flags))
574 BIO_printf(bio_err, "Error creating PKCS#7 structure\n");
578 if (operation == SMIME_DECRYPT) {
579 if (!PKCS7_decrypt(p7, key, recip, out, flags)) {
580 BIO_printf(bio_err, "Error decrypting PKCS#7 structure\n");
583 } else if (operation == SMIME_VERIFY) {
584 STACK_OF(X509) * signers;
585 if (PKCS7_verify(p7, other, store, indata, out, flags))
586 BIO_printf(bio_err, "Verification successful\n");
588 BIO_printf(bio_err, "Verification failure\n");
591 signers = PKCS7_get0_signers(p7, other, flags);
592 if (!save_certs(signerfile, signers)) {
593 BIO_printf(bio_err, "Error writing signers to %s\n",
598 sk_X509_free(signers);
599 } else if (operation == SMIME_PK7OUT)
600 PEM_write_bio_PKCS7(out, p7);
603 BIO_printf(out, "To: %s\n", to);
605 BIO_printf(out, "From: %s\n", from);
607 BIO_printf(out, "Subject: %s\n", subject);
608 if (outformat == FORMAT_SMIME) {
609 if (operation == SMIME_RESIGN)
610 SMIME_write_PKCS7(out, p7, indata, flags);
612 SMIME_write_PKCS7(out, p7, in, flags);
613 } else if (outformat == FORMAT_PEM)
614 PEM_write_bio_PKCS7_stream(out, p7, in, flags);
615 else if (outformat == FORMAT_ASN1)
616 i2d_PKCS7_bio_stream(out, p7, in, flags);
618 BIO_printf(bio_err, "Bad output format for PKCS#7 file\n");
625 ERR_print_errors(bio_err);
626 sk_X509_pop_free(encerts, X509_free);
627 sk_X509_pop_free(other, X509_free);
628 X509_VERIFY_PARAM_free(vpm);
629 sk_OPENSSL_STRING_free(sksigners);
630 sk_OPENSSL_STRING_free(skkeys);
631 X509_STORE_free(store);
646 save_certs(char *signerfile, STACK_OF(X509) * signers)
652 tmp = BIO_new_file(signerfile, "w");
655 for (i = 0; i < sk_X509_num(signers); i++)
656 PEM_write_bio_X509(tmp, sk_X509_value(signers, i));
662 /* Minimal callback just to output policy info (if any) */
665 smime_cb(int ok, X509_STORE_CTX * ctx)
669 error = X509_STORE_CTX_get_error(ctx);
671 if ((error != X509_V_ERR_NO_EXPLICIT_POLICY)
672 && ((error != X509_V_OK) || (ok != 2)))
675 policies_print(NULL, ctx);