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 */
64 #include <openssl/crypto.h>
65 #include <openssl/pem.h>
66 #include <openssl/err.h>
67 #include <openssl/x509_vfy.h>
68 #include <openssl/x509v3.h>
70 static int save_certs(char *signerfile
, STACK_OF(X509
) *signers
);
71 static int smime_cb(int ok
, X509_STORE_CTX
*ctx
);
75 #define SMIME_SIGNERS 0x40
76 #define SMIME_ENCRYPT (1 | SMIME_OP)
77 #define SMIME_DECRYPT (2 | SMIME_IP)
78 #define SMIME_SIGN (3 | SMIME_OP | SMIME_SIGNERS)
79 #define SMIME_VERIFY (4 | SMIME_IP)
80 #define SMIME_PK7OUT (5 | SMIME_IP | SMIME_OP)
81 #define SMIME_RESIGN (6 | SMIME_IP | SMIME_OP | SMIME_SIGNERS)
83 typedef enum OPTION_choice
{
84 OPT_ERR
= -1, OPT_EOF
= 0, OPT_HELP
,
85 OPT_ENCRYPT
, OPT_DECRYPT
, OPT_SIGN
, OPT_RESIGN
, OPT_VERIFY
,
86 OPT_PK7OUT
, OPT_TEXT
, OPT_NOINTERN
, OPT_NOVERIFY
, OPT_NOCHAIN
,
87 OPT_NOCERTS
, OPT_NOATTR
, OPT_NODETACH
, OPT_NOSMIMECAP
,
88 OPT_BINARY
, OPT_NOSIGS
, OPT_STREAM
, OPT_INDEF
, OPT_NOINDEF
,
89 OPT_NOOLDMIME
, OPT_CRLFEOL
, OPT_RAND
, OPT_ENGINE
, OPT_PASSIN
,
90 OPT_TO
, OPT_FROM
, OPT_SUBJECT
, OPT_SIGNER
, OPT_RECIP
, OPT_MD
,
91 OPT_CIPHER
, OPT_INKEY
, OPT_KEYFORM
, OPT_CERTFILE
, OPT_CAFILE
,
93 OPT_CAPATH
, OPT_IN
, OPT_INFORM
, OPT_OUT
, OPT_OUTFORM
, OPT_CONTENT
96 OPTIONS smime_options
[] = {
97 {OPT_HELP_STR
, 1, '-', "Usage: %s [options] cert.pem...\n"},
98 {OPT_HELP_STR
, 1, '-',
99 " cert.pem... recipient certs for encryption\n"},
100 {OPT_HELP_STR
, 1, '-', "Valid options are:\n"},
101 {"help", OPT_HELP
, '-', "Display this summary"},
102 {"encrypt", OPT_ENCRYPT
, '-', "Encrypt message"},
103 {"decrypt", OPT_DECRYPT
, '-', "Decrypt encrypted message"},
104 {"sign", OPT_SIGN
, '-', "Sign message"},
105 {"verify", OPT_VERIFY
, '-', "Verify signed message"},
106 {"pk7out", OPT_PK7OUT
, '-', "Output PKCS#7 structure"},
107 {"nointern", OPT_NOINTERN
, '-',
108 "Don't search certificates in message for signer"},
109 {"nosigs", OPT_NOSIGS
, '-', "Don't verify message signature"},
110 {"noverify", OPT_NOVERIFY
, '-', "Don't verify signers certificate"},
111 {"nocerts", OPT_NOCERTS
, '-',
112 "Don't include signers certificate when signing"},
113 {"nodetach", OPT_NODETACH
, '-', "Use opaque signing"},
114 {"noattr", OPT_NOATTR
, '-', "Don't include any signed attributes"},
115 {"binary", OPT_BINARY
, '-', "Don't translate message to text"},
116 {"certfile", OPT_CERTFILE
, '<', "Other certificates file"},
117 {"signer", OPT_SIGNER
, '<', "Signer certificate file"},
118 {"recip", OPT_RECIP
, '<', "Recipient certificate file for decryption"},
119 {"in", OPT_IN
, '<', "Input file"},
120 {"inform", OPT_INFORM
, 'F', "Input format SMIME (default), PEM or DER"},
121 {"inkey", OPT_INKEY
, '<',
122 "Input private key (if not signer or recipient)"},
123 {"keyform", OPT_KEYFORM
, 'f', "Input private key format (PEM or ENGINE)"},
124 {"out", OPT_OUT
, '>', "Output file"},
125 {"outform", OPT_OUTFORM
, 'F',
126 "Output format SMIME (default), PEM or DER"},
127 {"content", OPT_CONTENT
, '<',
128 "Supply or override content for detached signature"},
129 {"to", OPT_TO
, 's', "To address"},
130 {"from", OPT_FROM
, 's', "From address"},
131 {"subject", OPT_SUBJECT
, 's', "Subject"},
132 {"text", OPT_TEXT
, '-', "Include or delete text MIME headers"},
133 {"CApath", OPT_CAPATH
, '/', "Trusted certificates directory"},
134 {"CAfile", OPT_CAFILE
, '<', "Trusted certificates file"},
135 {"resign", OPT_RESIGN
, '-'},
136 {"nochain", OPT_NOCHAIN
, '-'},
137 {"nosmimecap", OPT_NOSMIMECAP
, '-'},
138 {"stream", OPT_STREAM
, '-'},
139 {"indef", OPT_INDEF
, '-'},
140 {"noindef", OPT_NOINDEF
, '-'},
141 {"nooldmime", OPT_NOOLDMIME
, '-'},
142 {"crlfeol", OPT_CRLFEOL
, '-'},
143 {"rand", OPT_RAND
, 's',
144 "Load the file(s) into the random number generator"},
145 {"passin", OPT_PASSIN
, 's', "Input file pass phrase source"},
147 {"", OPT_CIPHER
, '-', "Any supported cipher"},
149 #ifndef OPENSSL_NO_ENGINE
150 {"engine", OPT_ENGINE
, 's', "Use engine, possibly a hardware device"},
155 int smime_main(int argc
, char **argv
)
157 BIO
*in
= NULL
, *out
= NULL
, *indata
= NULL
;
158 EVP_PKEY
*key
= NULL
;
160 STACK_OF(OPENSSL_STRING
) *sksigners
= NULL
, *skkeys
= NULL
;
161 STACK_OF(X509
) *encerts
= NULL
, *other
= NULL
;
162 X509
*cert
= NULL
, *recip
= NULL
, *signer
= NULL
;
163 X509_STORE
*store
= NULL
;
164 X509_VERIFY_PARAM
*vpm
= NULL
;
165 const EVP_CIPHER
*cipher
= NULL
;
166 const EVP_MD
*sign_md
= NULL
;
167 char *CAfile
= NULL
, *CApath
= NULL
, *inrand
= NULL
;
168 char *certfile
= NULL
, *keyfile
= NULL
, *contfile
= NULL
, *prog
;
169 char *infile
= NULL
, *outfile
= NULL
, *signerfile
= NULL
, *recipfile
=
171 char *passinarg
= NULL
, *passin
= NULL
, *to
= NULL
, *from
=
172 NULL
, *subject
= NULL
;
173 const char *inmode
= "r", *outmode
= "w";
175 int flags
= PKCS7_DETACHED
, operation
= 0, ret
= 0, need_rand
= 0, indef
=
177 int informat
= FORMAT_SMIME
, outformat
= FORMAT_SMIME
, keyform
=
179 int vpmtouched
= 0, rv
= 0;
182 if ((vpm
= X509_VERIFY_PARAM_new()) == NULL
)
185 prog
= opt_init(argc
, argv
, smime_options
);
186 while ((o
= opt_next()) != OPT_EOF
) {
191 BIO_printf(bio_err
, "%s: Use -help for summary.\n", prog
);
194 opt_help(smime_options
);
198 if (!opt_format(opt_arg(), OPT_FMT_PEMDER
, &informat
))
205 if (!opt_format(opt_arg(), OPT_FMT_PEMDER
, &outformat
))
212 operation
= SMIME_ENCRYPT
;
215 operation
= SMIME_DECRYPT
;
218 operation
= SMIME_SIGN
;
221 operation
= SMIME_RESIGN
;
224 operation
= SMIME_VERIFY
;
227 operation
= SMIME_PK7OUT
;
233 flags
|= PKCS7_NOINTERN
;
236 flags
|= PKCS7_NOVERIFY
;
239 flags
|= PKCS7_NOCHAIN
;
242 flags
|= PKCS7_NOCERTS
;
245 flags
|= PKCS7_NOATTR
;
248 flags
&= ~PKCS7_DETACHED
;
251 flags
|= PKCS7_NOSMIMECAP
;
254 flags
|= PKCS7_BINARY
;
257 flags
|= PKCS7_NOSIGS
;
267 flags
|= PKCS7_NOOLDMIMETYPE
;
270 flags
|= PKCS7_CRLFEOL
;
277 e
= setup_engine(opt_arg(), 0);
280 passinarg
= opt_arg();
292 /* If previous -signer argument add signer to list */
294 if (sksigners
== NULL
295 && (sksigners
= sk_OPENSSL_STRING_new_null()) == NULL
)
297 sk_OPENSSL_STRING_push(sksigners
, signerfile
);
299 keyfile
= signerfile
;
301 && (skkeys
= sk_OPENSSL_STRING_new_null()) == NULL
)
303 sk_OPENSSL_STRING_push(skkeys
, keyfile
);
306 signerfile
= opt_arg();
309 recipfile
= opt_arg();
312 if (!opt_md(opt_arg(), &sign_md
))
316 if (!opt_cipher(opt_unknown(), &cipher
))
320 /* If previous -inkey arument add signer to list */
322 if (signerfile
== NULL
) {
324 "%s: Must have -signer before -inkey\n", prog
);
327 if (sksigners
== NULL
328 && (sksigners
= sk_OPENSSL_STRING_new_null()) == NULL
)
330 sk_OPENSSL_STRING_push(sksigners
, signerfile
);
333 && (skkeys
= sk_OPENSSL_STRING_new_null()) == NULL
)
335 sk_OPENSSL_STRING_push(skkeys
, keyfile
);
340 if (!opt_format(opt_arg(), OPT_FMT_ANY
, &keyform
))
344 certfile
= opt_arg();
353 contfile
= opt_arg();
356 if (!opt_verify(o
, vpm
))
362 argc
= opt_num_rest();
365 if (!(operation
& SMIME_SIGNERS
) && (skkeys
|| sksigners
)) {
366 BIO_puts(bio_err
, "Multiple signers or keys not allowed\n");
370 if (operation
& SMIME_SIGNERS
) {
371 /* Check to see if any final signer needs to be appended */
372 if (keyfile
&& !signerfile
) {
373 BIO_puts(bio_err
, "Illegal -inkey without -signer\n");
378 && (sksigners
= sk_OPENSSL_STRING_new_null()) == NULL
)
380 sk_OPENSSL_STRING_push(sksigners
, signerfile
);
381 if (!skkeys
&& (skkeys
= sk_OPENSSL_STRING_new_null()) == NULL
)
384 keyfile
= signerfile
;
385 sk_OPENSSL_STRING_push(skkeys
, keyfile
);
388 BIO_printf(bio_err
, "No signer certificate specified\n");
394 } else if (operation
== SMIME_DECRYPT
) {
395 if (!recipfile
&& !keyfile
) {
397 "No recipient certificate or key specified\n");
400 } else if (operation
== SMIME_ENCRYPT
) {
402 BIO_printf(bio_err
, "No recipient(s) certificate(s) specified\n");
406 } else if (!operation
)
409 if (!app_passwd(passinarg
, NULL
, &passin
, NULL
)) {
410 BIO_printf(bio_err
, "Error getting password\n");
415 app_RAND_load_file(NULL
, (inrand
!= NULL
));
417 BIO_printf(bio_err
, "%ld semi-random bytes loaded\n",
418 app_RAND_load_files(inrand
));
423 if (!(operation
& SMIME_SIGNERS
))
424 flags
&= ~PKCS7_DETACHED
;
426 if (operation
& SMIME_OP
) {
427 if (outformat
== FORMAT_ASN1
)
430 if (flags
& PKCS7_BINARY
)
434 if (operation
& SMIME_IP
) {
435 if (informat
== FORMAT_ASN1
)
438 if (flags
& PKCS7_BINARY
)
442 if (operation
== SMIME_ENCRYPT
) {
444 #ifndef OPENSSL_NO_DES
445 cipher
= EVP_des_ede3_cbc();
447 BIO_printf(bio_err
, "No cipher selected\n");
451 encerts
= sk_X509_new_null();
455 cert
= load_cert(*argv
, FORMAT_PEM
,
456 NULL
, e
, "recipient certificate file");
459 sk_X509_push(encerts
, cert
);
466 if (!(other
= load_certs(certfile
, FORMAT_PEM
, NULL
,
467 e
, "certificate file"))) {
468 ERR_print_errors(bio_err
);
473 if (recipfile
&& (operation
== SMIME_DECRYPT
)) {
474 if (!(recip
= load_cert(recipfile
, FORMAT_PEM
, NULL
,
475 e
, "recipient certificate file"))) {
476 ERR_print_errors(bio_err
);
481 if (operation
== SMIME_DECRYPT
) {
484 } else if (operation
== SMIME_SIGN
) {
486 keyfile
= signerfile
;
491 key
= load_key(keyfile
, keyform
, 0, passin
, e
, "signing key file");
496 in
= bio_open_default(infile
, inmode
);
500 if (operation
& SMIME_IP
) {
501 if (informat
== FORMAT_SMIME
)
502 p7
= SMIME_read_PKCS7(in
, &indata
);
503 else if (informat
== FORMAT_PEM
)
504 p7
= PEM_read_bio_PKCS7(in
, NULL
, NULL
, NULL
);
505 else if (informat
== FORMAT_ASN1
)
506 p7
= d2i_PKCS7_bio(in
, NULL
);
508 BIO_printf(bio_err
, "Bad input format for PKCS#7 file\n");
513 BIO_printf(bio_err
, "Error reading S/MIME message\n");
518 if (!(indata
= BIO_new_file(contfile
, "rb"))) {
519 BIO_printf(bio_err
, "Can't read content file %s\n", contfile
);
525 out
= bio_open_default(outfile
, outmode
);
529 if (operation
== SMIME_VERIFY
) {
530 if (!(store
= setup_verify(CAfile
, CApath
)))
532 X509_STORE_set_verify_cb(store
, smime_cb
);
534 X509_STORE_set1_param(store
, vpm
);
539 if (operation
== SMIME_ENCRYPT
) {
541 flags
|= PKCS7_STREAM
;
542 p7
= PKCS7_encrypt(encerts
, in
, cipher
, flags
);
543 } else if (operation
& SMIME_SIGNERS
) {
546 * If detached data content we only enable streaming if S/MIME output
549 if (operation
== SMIME_SIGN
) {
550 if (flags
& PKCS7_DETACHED
) {
551 if (outformat
== FORMAT_SMIME
)
552 flags
|= PKCS7_STREAM
;
554 flags
|= PKCS7_STREAM
;
555 flags
|= PKCS7_PARTIAL
;
556 p7
= PKCS7_sign(NULL
, NULL
, other
, in
, flags
);
559 if (flags
& PKCS7_NOCERTS
) {
560 for (i
= 0; i
< sk_X509_num(other
); i
++) {
561 X509
*x
= sk_X509_value(other
, i
);
562 PKCS7_add_certificate(p7
, x
);
566 flags
|= PKCS7_REUSE_DIGEST
;
567 for (i
= 0; i
< sk_OPENSSL_STRING_num(sksigners
); i
++) {
568 signerfile
= sk_OPENSSL_STRING_value(sksigners
, i
);
569 keyfile
= sk_OPENSSL_STRING_value(skkeys
, i
);
570 signer
= load_cert(signerfile
, FORMAT_PEM
, NULL
,
571 e
, "signer certificate");
574 key
= load_key(keyfile
, keyform
, 0, passin
, e
, "signing key file");
577 if (!PKCS7_sign_add_signer(p7
, signer
, key
, sign_md
, flags
))
584 /* If not streaming or resigning finalize structure */
585 if ((operation
== SMIME_SIGN
) && !(flags
& PKCS7_STREAM
)) {
586 if (!PKCS7_final(p7
, in
, flags
))
592 BIO_printf(bio_err
, "Error creating PKCS#7 structure\n");
597 if (operation
== SMIME_DECRYPT
) {
598 if (!PKCS7_decrypt(p7
, key
, recip
, out
, flags
)) {
599 BIO_printf(bio_err
, "Error decrypting PKCS#7 structure\n");
602 } else if (operation
== SMIME_VERIFY
) {
603 STACK_OF(X509
) *signers
;
604 if (PKCS7_verify(p7
, other
, store
, indata
, out
, flags
))
605 BIO_printf(bio_err
, "Verification successful\n");
607 BIO_printf(bio_err
, "Verification failure\n");
610 signers
= PKCS7_get0_signers(p7
, other
, flags
);
611 if (!save_certs(signerfile
, signers
)) {
612 BIO_printf(bio_err
, "Error writing signers to %s\n", signerfile
);
616 sk_X509_free(signers
);
617 } else if (operation
== SMIME_PK7OUT
)
618 PEM_write_bio_PKCS7(out
, p7
);
621 BIO_printf(out
, "To: %s\n", to
);
623 BIO_printf(out
, "From: %s\n", from
);
625 BIO_printf(out
, "Subject: %s\n", subject
);
626 if (outformat
== FORMAT_SMIME
) {
627 if (operation
== SMIME_RESIGN
)
628 rv
= SMIME_write_PKCS7(out
, p7
, indata
, flags
);
630 rv
= SMIME_write_PKCS7(out
, p7
, in
, flags
);
631 } else if (outformat
== FORMAT_PEM
)
632 rv
= PEM_write_bio_PKCS7_stream(out
, p7
, in
, flags
);
633 else if (outformat
== FORMAT_ASN1
)
634 rv
= i2d_PKCS7_bio_stream(out
, p7
, in
, flags
);
636 BIO_printf(bio_err
, "Bad output format for PKCS#7 file\n");
640 BIO_printf(bio_err
, "Error writing output\n");
648 app_RAND_write_file(NULL
);
650 ERR_print_errors(bio_err
);
651 sk_X509_pop_free(encerts
, X509_free
);
652 sk_X509_pop_free(other
, X509_free
);
653 X509_VERIFY_PARAM_free(vpm
);
655 sk_OPENSSL_STRING_free(sksigners
);
657 sk_OPENSSL_STRING_free(skkeys
);
658 X509_STORE_free(store
);
668 OPENSSL_free(passin
);
672 static int save_certs(char *signerfile
, STACK_OF(X509
) *signers
)
678 tmp
= BIO_new_file(signerfile
, "w");
681 for (i
= 0; i
< sk_X509_num(signers
); i
++)
682 PEM_write_bio_X509(tmp
, sk_X509_value(signers
, i
));
687 /* Minimal callback just to output policy info (if any) */
689 static int smime_cb(int ok
, X509_STORE_CTX
*ctx
)
693 error
= X509_STORE_CTX_get_error(ctx
);
695 if ((error
!= X509_V_ERR_NO_EXPLICIT_POLICY
)
696 && ((error
!= X509_V_OK
) || (ok
!= 2)))