Skip to content

Unable to create X509 ca certificates with ed25519 keyed req certs.  #6201

@shinooni

Description

@shinooni

Hi,
I have been trying to figure out how to get this working for a little while - it seems this maybe a bug. Unsure.
So the process I've been using is:
sudo openssl genpkey -algorithm ED25519 -out private/ca.cheese.key.pem to generate the private key for the root ca
sudo openssl genpkey -algorithm ED25519 -out intermediate/private/int.cheese.key.pem to generate the private key for the intermediary
sudo openssl req -config openssl_root.cnf -new -x509 -extensions v3_ca -key private/ca.cheese.key.pem -out certs/ca.cheese.crt.pem to create the root ca certificate.
sudo openssl req -config intermediate/openssl_intermediate.cnf -new -key intermediate/private/int.cheese.key.pem -out intermediate/csr/int.cheese.csr this is the generate the csr in preparation for getting the certificate signed
sudo openssl ca -config openssl_root.cnf -extensions v3_intermediate_ca -days 3600 -md sha256 -in intermediate/csr/int.cheese.csr -out intermediate/certs/int.cheese.crt.pem This is where it falls apart with

140523012273920:error:1010F08A:elliptic curve routines:pkey_ecd_ctrl:invalid digest type:crypto/ec/ecx_meth.c:783

When attempting debug - I have made sure in both intermediary and root ca cnf files make no mention to digest files. However I get an error message even after regenerating root and intermediary req files. The error is as follows for no default digest

139869736675072:error:0E06D06C:configuration file routines:NCONF_get_string:no value:crypto/conf/conf_lib.c:275:group= name=unique_subject

This reads to me like it needs the message digest to be there in some manner; ive tried parsing NULL to it, tried just giving it garbage, tried SHA2-512 . All didn't work. Any ideas?

OH also you will probably need the cnf files I've been using for testing purposes.

# OpenSSL Root CA configuration file
# Copy to /root/ca/openssl_root.cnf

[ ca ]
default_ca = CA_default

[ CA_default ]
# Directory and file locations.
dir               = /root/ca
certs             = $dir/certs
crl_dir           = $dir/crl
new_certs_dir     = $dir/certs
database          = $dir/index.txt
serial            = $dir/serial
RANDFILE          = $dir/private/.rand

# The root key and root certificate.
private_key       = $dir/private/ca.cheese.key.pem
certificate       = $dir/certs/ca.cheese.crt.pem

# For certificate revocation lists.
crlnumber         = $dir/crlnumber
crl               = $dir/crl/intermediate.crl.pem
crl_extensions    = crl_ext
default_crl_days  = 360

# SHA-1 is deprecated, so use SHA-2 or SHA-3 instead.
#default_md        = sha384

name_opt          = ca_default
cert_opt          = ca_default
default_days      = 3650
preserve          = no
policy            = policy_strict

[ policy_strict ]
# The root CA should only sign intermediate certificates that match.
# See the POLICY FORMAT section of `man ca`.
countryName             = match
stateOrProvinceName     = match
organizationName        = match
organizationalUnitName  = optional
commonName              = supplied
emailAddress            = optional

[ policy_loose ]
# Allow the intermediate CA to sign a more diverse range of certificates.
# See the POLICY FORMAT section of the `ca` man page.
countryName             = optional
stateOrProvinceName     = optional
localityName            = optional
organizationName        = optional
organizationalUnitName  = optional
commonName              = supplied
emailAddress            = optional

[ req ]
# Options for the `req` tool (`man req`).
default_bits        = 16164 #have tried using 2048 and 4096
distinguished_name  = req_distinguished_name
string_mask         = utf8only

# SHA-1 is deprecated, so use SHA-2 or SHA-3 instead.
#default_md          = sha384

# Extension to add when the -x509 option is used.
x509_extensions     = v3_ca

[ req_distinguished_name ]
countryName                     = Country Name (2 letter code)
stateOrProvinceName             = State or Province Name
localityName                    = Locality Name
0.organizationName              = Organization Name
organizationalUnitName          = Organizational Unit Name
commonName                      = Common Name
emailAddress                    = Email Address

# Optionally, specify some defaults.
countryName_default             = US
stateOrProvinceName_default     = WA
localityName_default            = Seattle
0.organizationName_default      = Grilled Cheese Inc.
organizationalUnitName_default  = Grilled Cheese Root CA
emailAddress_default            = [email protected]

[ v3_ca ]
# Extensions for a typical CA (`man x509v3_config`).
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid:always,issuer
basicConstraints = critical, CA:true
keyUsage = critical, digitalSignature, cRLSign, keyCertSign

[ v3_intermediate_ca ]
# Extensions for a typical intermediate CA (`man x509v3_config`).
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid:always,issuer
basicConstraints = critical, CA:true, pathlen:0
keyUsage = critical, digitalSignature, cRLSign, keyCertSign
crlDistributionPoints = @crl_info
authorityInfoAccess = @ocsp_info

[ usr_cert ]
# Extensions for client certificates (`man x509v3_config`).
basicConstraints = CA:FALSE
nsCertType = client, email
nsComment = "OpenSSL Generated Client Certificate"
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer
keyUsage = critical, nonRepudiation, digitalSignature, keyEncipherment
extendedKeyUsage = clientAuth, emailProtection

[ server_cert ]
# Extensions for server certificates (`man x509v3_config`).
basicConstraints = CA:FALSE
nsCertType = server
nsComment = "Grilled Cheese Generated Server Certificate"
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer:always
keyUsage = critical, digitalSignature, keyEncipherment
extendedKeyUsage = serverAuth
crlDistributionPoints = @crl_info
authorityInfoAccess = @ocsp_info
subjectAltName = @alt_names

[alt_names]
DNS.0 = CN Name Here

[ crl_ext ]
# Extension for CRLs (`man x509v3_config`).
authorityKeyIdentifier=keyid:always

[ ocsp ]
# Extension for OCSP signing certificates (`man ocsp`).
basicConstraints = CA:FALSE
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer
keyUsage = critical, digitalSignature
extendedKeyUsage = critical, OCSPSigning

[crl_info]
URI.0 = http://crl.grilledcheese.us/whomovedmycheese.crl

[ocsp_info]
caIssuers;URI.0 = http://ocsp.grilledcheese.us/cheddarcheeseroot.crt
OCSP;URI.0 = http://ocsp.grilledcheese.us/

# OpenSSL Intermediary CA configuration file
# Copy to /root/ca/intermediate/openssl_intermediate.cnf

[ ca ]
default_ca = CA_default

[ CA_default ]
# Directory and file locations.
dir               = /root/ca/intermediate
certs             = $dir/certs
crl_dir           = $dir/crl
new_certs_dir     = $dir/certs
database          = $dir/index.txt
serial            = $dir/serial
RANDFILE          = $dir/private/.rand

# The root key and root certificate.
private_key       = $dir/private/int.cheese.key.pem
certificate       = $dir/certs/int.cheese.crt.pem

# For certificate revocation lists.
crlnumber         = $dir/crlnumber
crl               = $dir/crl/whomovedmycheese.crl
crl_extensions    = crl_ext
default_crl_days  = 180

# SHA-1 is deprecated, so use SHA-2 or SHA-3 instead.
#default_md        = sha384

name_opt          = ca_default
cert_opt          = ca_default
default_days      = 3000
preserve          = no
policy            = policy_loose

[ policy_loose ]
# Allow the intermediate CA to sign a more diverse range of certificates.
# See the POLICY FORMAT section of the `ca` man page.
countryName             = optional
stateOrProvinceName     = optional
localityName            = optional
organizationName        = optional
organizationalUnitName  = optional
commonName              = supplied
emailAddress            = optional

[ req ]
# Options for the `req` tool (`man req`).
default_bits        = 16164 #tried 2048 and 4096
distinguished_name  = req_distinguished_name
string_mask         = utf8only

# SHA-1 is deprecated, so use SHA-2 or SHA-3 instead.
#default_md          = sha384

# Extension to add when the -x509 option is used.
x509_extensions     = v3_ca

[ req_distinguished_name ]
countryName                     = Country Name (2 letter code)
stateOrProvinceName             = State or Province Name
localityName                    = Locality Name
0.organizationName              = Organization Name
organizationalUnitName          = Organizational Unit Name
commonName                      = Common Name
emailAddress                    = Email Address

# Optionally, specify some defaults.
countryName_default             = US
stateOrProvinceName_default     = WA
localityName_default            = Seattle
0.organizationName_default      = Grilled Cheese Inc.
organizationalUnitName_default  = Grilled Cheese Intermediary CA
emailAddress_default            = [email protected]

[ v3_ca ]
# Extensions for a typical CA (`man x509v3_config`).
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid:always,issuer
basicConstraints = critical, CA:true
keyUsage = critical, digitalSignature, cRLSign, keyCertSign

[ v3_intermediate_ca ]
# Extensions for a typical intermediate CA (`man x509v3_config`).
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid:always,issuer
basicConstraints = critical, CA:true, pathlen:0
keyUsage = critical, digitalSignature, cRLSign, keyCertSign
crlDistributionPoints = @crl_info
authorityInfoAccess = @ocsp_info

[ usr_cert ]
# Extensions for client certificates (`man x509v3_config`).
basicConstraints = CA:FALSE
nsCertType = client, email
nsComment = "OpenSSL Generated Client Certificate"
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer
keyUsage = critical, nonRepudiation, digitalSignature, keyEncipherment
extendedKeyUsage = clientAuth, emailProtection

[ server_cert ]
# Extensions for server certificates (`man x509v3_config`).
basicConstraints = CA:FALSE
nsCertType = server
nsComment = "Grilled Cheese Generated Server Certificate"
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer:always
keyUsage = critical, digitalSignature, keyEncipherment
extendedKeyUsage = serverAuth
crlDistributionPoints = @crl_info
authorityInfoAccess = @ocsp_info

[ crl_ext ]
# Extension for CRLs (`man x509v3_config`).
authorityKeyIdentifier=keyid:always

[ ocsp ]
# Extension for OCSP signing certificates (`man ocsp`).
basicConstraints = CA:FALSE
subjectKeyIdentifier = hash
authorityKeyIdentifier = keyid,issuer
keyUsage = critical, digitalSignature
extendedKeyUsage = critical, OCSPSigning
 
[crl_info]
URI.0 = http://crl.grilledcheese.us/whomovedmycheese.crl
 
[ocsp_info]
caIssuers;URI.0 = http://ocsp.grilledcheese.us/cheddarcheeseroot.crt
OCSP;URI.0 = http://ocsp.grilledcheese.us/
 

Metadata

Metadata

Assignees

No one assigned

    Labels

    No labels
    No labels

    Type

    No type

    Projects

    No projects

    Milestone

    Relationships

    None yet

    Development

    No branches or pull requests

    Issue actions