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@yottatsa
Last active January 15, 2018 23:13
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Encrypt a message with s/mime and send key password back
alias openssl=/Users/yottatsa/.local/homebrew/Cellar/openssl/1.0.2l/bin/openssl
conf () {
echo "
[ req ]
default_bits = 4096
distinguished_name = req_distinguished_name
prompt = no
[ req_distinguished_name ]
CN = $1
emailAddress = $1
"
}
ca () {
echo "
[ usr_cert ]
basicConstraints = CA:TRUE"
}
usr_cert () {
echo "
[ usr_cert ]
basicConstraints = CA:FALSE
authorityKeyIdentifier = keyid
subjectKeyIdentifier = hash
keyUsage = critical, digitalSignature, keyEncipherment
extendedKeyUsage = critical, emailProtection
subjectAltName = email:copy
authorityKeyIdentifier = keyid
subjectKeyIdentifier = hash"
}
generatesend () {
if ! [ -f $1.crt ]
then
openssl rand -hex 16 > $1.password
openssl req -batch -newkey rsa:4096 -keyout $1.key -out $1.csr -passout file:$1.password -config <(conf $1; usr_cert)
openssl req -new -x509 -days 7 -key $1.key -out $1_ca.crt -passin file:$1.password -batch -config <(conf $1; ca)
openssl x509 -req -days 365 -in $1.csr -CA $1_ca.crt -CAkey $1.key -set_serial 1 -out $1.crt -setalias "Self Signed S/MIME for $1" -addtrust emailProtection -addreject clientAuth -addreject serverAuth -trustout -passin file:$1.password
openssl pkcs12 -export -in $1.crt -certfile $1_ca.crt -inkey $1.key -out $1.p12 -name "Self Signed S/MIME for $1" -passin file:$1.password -passout file:<(cat $1.password) -aes256
(echo Content-Transfer-Encoding: base64; echo "Content-Disposition: attachment;filename=\"$1.p12\""; echo "Content-Type: application/x-pkcs12;name=\"$1.p12\""; echo; base64 -b 64 < $1.p12) > $1_p12.mime
(echo "Subject:"; echo "MIME-Version: 1.0"; echo; cat $1.password) |\
openssl smime -sign -signer $1.crt -inkey $1.key -passin file:$1.password |\
openssl smime -encrypt -aes256 -from $1 -to $sender -subject "Password for $1" -out $1_password.eml $cert
rm -f $1_ca.crt $1.csr $1.key $1.password $1.p12
fi
(
echo From: $sender
echo To: $1
echo "MIME-Version: 1.0"
echo "Content-Type: multipart/mixed;boundary=\"mime\""
echo "Subject: encrypted"
echo
echo This is encrypted message
echo
echo "--mime"
openssl smime -encrypt -aes256 -in in.eml $1.crt
echo "--mime"
cat $1_p12.mime
echo
echo "--mime--"
) > $1.eml
}
sender=$1
shift
cert=$1
shift
tee > in.eml
for email
do
generatesend $email email.txt
done
rm -f in.eml
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