18.04.2020

Openssl Generate Csr With Extended Key Usage

Use openssl to create an x509 self-signed certificate authority (CA), certificate signing request (CSR), and resulting private key with IP SAN and DNS SAN

The following sections describe how to use OpenSSL to generate a CSR for a single host name. If you want to generate a CSR for multiple host names, we recommend using the Cloud Control Panel or the MyRackspace Portal. Install OpenSSL. Check whether OpenSSL is installed by using the following command: CentOS® and Red Hat® Enterprise Linux®. The basicConstraints, keyUsage and extended key usage extensions are now used instead. Acceptable values for nsCertType are: client, server, email, objsign, reserved, sslCA, emailCA, objCA. ARBITRARY EXTENSIONS. If an extension is not supported by the OpenSSL code then it must be encoded using the arbitrary extension format. The following sections describe how to use OpenSSL to generate a CSR for a single host name. If you want to generate a CSR for multiple host names, we recommend using the Cloud Control Panel or the MyRackspace Portal. Install OpenSSL. Check whether OpenSSL is installed by using the following command: CentOS® and Red Hat® Enterprise Linux®. Using the command below I can generate the certificate, openssl req -x509 -nodes -days 365 -newkey rsa:4096 -keyout myserver.key -out myserver.crt However, I need to add an extended key usage string Server Authentication (1.3.6.1.5.5.7.3.1) and I can't figure out how to do it in the command above. X509v3 Key Usage: critical Digital Signature X509v3 Extended Key Usage: critical Code Signing. Ensure certificate validity. Each one of these certificate generation techniques have very specific use cases and one certificate request should not be used for all three use cases even though it is technically possible. May 02, 2016 Generating a CSR with SAN at the command line Lately, I’ve explored creating my own CSRs for use with Let’s Encrypt, so I can control the common name and subject names. I’m neurotic enough that I can’t bear to let Let’s Encrypt decide.

Openssl generate certificate with extended key usage
create-certs.sh
# Define where to store the generated certs and metadata.
DIR='$(pwd)/tls'
# Optional: Ensure the target directory exists and is empty.
rm -rf '${DIR}'
mkdir -p '${DIR}'
# Create the openssl configuration file. This is used for both generating
# the certificate as well as for specifying the extensions. It aims in favor
# of automation, so the DN is encoding and not prompted.
cat >'${DIR}/openssl.cnf'<<EOF
[req]
default_bits = 2048
encrypt_key = no # Change to encrypt the private key using des3 or similar
default_md = sha256
prompt = no
utf8 = yes
# Speify the DN here so we aren't prompted (along with prompt = no above).
distinguished_name = req_distinguished_name
# Extensions for SAN IP and SAN DNS
req_extensions = v3_req
# Be sure to update the subject to match your organization.
[req_distinguished_name]
C = US
ST = California
L = The Cloud
O = Demo
CN = My Certificate
# Allow client and server auth. You may want to only allow server auth.
# Link to SAN names.
[v3_req]
basicConstraints = CA:FALSE
subjectKeyIdentifier = hash
keyUsage = digitalSignature, keyEncipherment
extendedKeyUsage = clientAuth, serverAuth
subjectAltName = @alt_names
# Alternative names are specified as IP.# and DNS.# for IP addresses and
# DNS accordingly.
[alt_names]
IP.1 = 1.2.3.4
DNS.1 = my.dns.name
EOF
# Create the certificate authority (CA). This will be a self-signed CA, and this
# command generates both the private key and the certificate. You may want to
# adjust the number of bits (4096 is a bit more secure, but not supported in all
# places at the time of this publication).
#
# To put a password on the key, remove the -nodes option.
#
# Be sure to update the subject to match your organization.
openssl req
-new
-newkey rsa:2048
-days 120
-nodes
-x509
-subj '/C=US/ST=California/L=The Cloud/O=My Company CA'
-keyout '${DIR}/ca.key'
-out '${DIR}/ca.crt'
#
# For each server/service you want to secure with your CA, repeat the
# following steps:
#
# Generate the private key for the service. Again, you may want to increase
# the bits to 4096.
openssl genrsa -out '${DIR}/my-service.key' 2048
# Generate a CSR using the configuration and the key just generated. We will
# give this CSR to our CA to sign.
openssl req
-new -key '${DIR}/my-service.key'
-out '${DIR}/my-service.csr'
-config '${DIR}/openssl.cnf'
# Sign the CSR with our CA. This will generate a new certificate that is signed
# by our CA.
openssl x509
-req
-days 120
-in '${DIR}/my-service.csr'
-CA '${DIR}/ca.crt'
-CAkey '${DIR}/ca.key'
-CAcreateserial
-extensions v3_req
-extfile '${DIR}/openssl.cnf'
-out '${DIR}/my-service.crt'
# (Optional) Verify the certificate.
openssl x509 -in '${DIR}/my-service.crt' -noout -text
# Here is a sample response (truncate):
#
# Certificate:
# Signature Algorithm: sha256WithRSAEncryption
# Issuer: C = US, ST = California, L = The Cloud, O = My Organization CA
# Subject: C = US, ST = California, L = The Cloud, O = Demo, CN = My Certificate
# # ..
# X509v3 extensions:
# X509v3 Basic Constraints:
# CA:FALSE
# X509v3 Subject Key Identifier:
# 36:7E:F0:3D:93:C6:ED:02:22:A9:3D:FF:18:B6:63:5F:20:52:6E:2E
# X509v3 Key Usage:
# Digital Signature, Key Encipherment
# X509v3 Extended Key Usage:
# TLS Web Client Authentication, TLS Web Server Authentication
# X509v3 Subject Alternative Name:
# IP Address:1.2.3.4, DNS:my.dns.name
#
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Generate a certificate signing request

Before you can install a Secure Socket Layer (SSL) certificate, you must first generate a certificate signing request (CSR). You can do this by using one of the following methods:

OpenSSL

The following sections describe how to use OpenSSL to generate a CSR for a single host name. If you want to generate a CSR for multiple host names, we recommend using the Cloud Control Panel or the MyRackspace Portal.

Install OpenSSL

Check whether OpenSSL is installed by using the following command:

  • CentOS® and Red Hat® Enterprise Linux®

    The following output provides an example of what the command returns:

  • Debian® and the Ubuntu® operating system

    The following output provides an example of what the command returns:

Openssl generate csr and private key

If the preceding packages are not returned, install OpenSSL by running the following command:

  • CentOS and Red Hat

  • Debian and the Ubuntu operating system

Generate the RSA key

Run the following commands to create a directory in which to store your RSA key, substituting a directory name of your choice:

Run the following command to generate a private key:

Create a CSR

Run the following command to create a CSR with the RSA private key (output is in Privacy-Enhanced Mail (PEM) format):

When prompted, enter the necessary information for creating a CSR by using the conventions shown in the following table.

Note: You cannot use the following characters in the Organization Name or Organizational Unit fields: < > ~ ! @ # $ % ^ * / ( ) ? . , &

FieldExplanationExample
Common NameThe fully qualified domain name to which the certificate applies. The domain names example.com and www.example.com are distinct from each other, so be sure to submit your request for the right domain. If you are purchasing a wildcard certificate, use *.example.com.example.com
Organization NameThe exact legal name of your organization. The Certificate Authority (CA) might seek to confirm that your organization is real and legally registered, so don’t abbreviate words that aren’t abbreviated in the organization’s legal name.Example Inc.
Organizational UnitThe branch of your organization that is making the request.Marketing
City/localityThe city where your organization is legally located. Do not abbreviate the city name.San Antonio
State/provinceThe state or province where your organization is legally located. Do not abbreviate the state or province name.Texas
Country/regionThe two-letter International Standards Organization (ISO) abbreviation for your country.US

Warning: Leave the challenge password blank (press Enter).

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Verify your CSR

Run the following command to verify your CSR:

After you have verified your CSR, you can submit it to a CA to purchase an SSL certificate.

Windows IIS Manager

Use the following steps to generate a CSR by using Windows IIS Manager:

Note: The following steps are for IIS 8 or IIS 8.5 on Windows Server 2012.

  1. Open IIS Manager.
  2. In the left-hand Connections pane, click the server for which you want to generate a CSR.
  3. In the center server Home pane under the IIS section, double-click Server Certificates.
  4. In the right-hand Actions pane, click Create Certificate Request.
  5. In the Request Certificate wizard, on the Distinguished Name Properties page, enter the following information and then click Next.

    FieldExplanationExample
    Common NameThe fully qualified domain name to which the certificate applies. The domain names example.com and www.example.com are distinct from each other, so be sure to submit your request for the right domain. If you are purchasing a wildcard certificate, use *.example.com.example.com
    Organization NameThe exact legal name of your organization. The CA might seek to confirm that your organization is real and legally registered, so don’t abbreviate words that aren’t abbreviated in the organization’s legal name.Example Inc.
    Organizational UnitThe branch of your organization that is making the request.Marketing
    City/localityThe city where your organization is legally located. Do not abbreviate the city name.San Antonio
    State/provinceThe state or province where your organization is legally located. Do not abbreviate the state or province name.Texas
    Country/regionThe two-letter ISO abbreviation for your country.US
  6. On the Cryptographic Server Provider Properties page, enter the following information and then click Next.

    • Cryptographic service provider: Unless you have a specific cryptographic provider, use the default selection.
    • Bit length: 2048 is the recommended bit length.
  7. On the File Name page, enter the location where you want to save the certificate request file and then click Finish.

After you have generated the CSR, you can submit it to a CA to purchase an SSL certificate.

Cloud Control Panel

Rackspace provides the CSR Generator for generating a CSR. The CSR Generator shows you the CSRs that you currently have and lets you create new CSRs with a simple form. After you have entered your details, the generator combines them with your private key so that you can submit the combined encoded information to a CA.

When you are done with the generator, you can return to the Cloud Control Panel by clicking any of the links in the top navigation or by going to login.rackspace.com and selecting Rackspace Cloud from the drop-down product menu in the top navigation bar.

Access the CSR Generator

Access the CSR Generator directly or through the Control Panel by using the following steps:

  1. Log in to the Cloud Control Panel and select Rackspace Cloud from the drop-down product menu in the top navigation bar.
  2. In the top navigation bar, click Servers > Cloud Servers.
  3. Click the name of the server for which you want to generate a CSR.
  4. In the right-hand Managing Your Server section under Help me with, click Generate a CSR.

The generator lists your existing CSRs, if you have any, organized by domain name.

Generate a CSR

  1. Click Create CSR.

  2. Enter the following information, which will be associated with the CSR:

    FieldExplanationExample
    Domain NameThe fully qualified domain name to which the certificate applies. The domain names example.com and www.example.com are distinct from each other, so be sure to submit your request for the right domain. If you want to secure both domains, you can use the Alt Names field. If you are purchasing a wildcard certificate, use *.example.com.example.com
    Alt Names(Optional) Additional domains that you want to add to the request. Each CA treats these differently, and the CA might charge for additional names. You can submit a comma-separated list.www.example.com, secure.example.com
    Email Address(Optional) A contact email address for the certificate.support@example.com
    Organization NameThe exact legal name of your organization. The CA might seek to confirm that your organization is real and legally registered, so don’t abbreviate words that aren’t abbreviated in the organization’s legal name.Example Inc.
    Organizational Unit(Optional) The branch of your organization that is making the request.Marketing
    CityThe city where your organization is legally located. Do not abbreviate the city name.San Antonio
    State or ProvinceThe state or province where your organization is legally located. Do not abbreviate the state or province name.Texas
    CountryChoose your country from the drop-down menu. The two-letter ISO abbreviation for your country is included in the CSR.United States
    Private Key Bit LengthKey sizes smaller than 2048 are considered insecure and might not be accepted by a CA.1024,2048,4096
    Hashing AlgorithmBoth algorithms are currently trusted in mainstream browsers and offer industry recommended security. SHA-512 requires additional CPU processing.SHA-256, SHA-512

    Note: You cannot use the following characters in the Organization Name or Organizational Unit fields: < > ~ ! @ # $ % ^ * / ( ) ? . , &

  3. After you have entered all the required information, click Create CSR.

It can take between 5 and 60 seconds for the CSR to be generated. You might need to refresh the page that displays your CSRs before the new CSR is listed.

View CSR details

When CSR has been generated, you can click its UUID (unique identifier) in the CSR list to view its details screen.

This screen displays the information that you provided, the text of the CSR, and its associated private key.

Submit the CSR to the CA

The text in the Certificate Request field is the CSR. It contains encoded details of the CSR and your public key.

To request your SSL certificate, copy the Certificate Request text and submit it to your CA. Include all the text, including the BEGIN and END lines at the beginning and end of the text block.

Install the private key

Openssl Generate Csr On Windows

Copy the private key to the server that will host the certificate. See your application documentation to determine where to install the private key and certificate on your server.

MyRackspace Portal

If you are a Managed or Dedicated customer, you can request a CSR through the MyRackspace Portal by using the following steps:

  1. Log in to the MyRackspace Portal and select Dedicated Hosting from the drop-down product menu in the top navigation bar.
  2. In the top navigation bar, click Tickets > Create Ticket.
  3. On the Tickets / Create New Ticket page, select Generate Certificate Signing Request (CSR) from the Subject drop-down list.
  4. Enter the following information in the Ticket Details section:

    FieldExplanationExample
    Device(s)The server or servers for which you want to generate a CSR. Use the drop-down menu to select your servers.
    Common NameThe fully qualified domain name to which the certificate applies. The domain names example.com and www.example.com are distinct from each other, so be sure to submit your request for the right domain. If you want to secure both domains, you can use the Alt Names field. If you are purchasing a wildcard certificate, use *.example.com.example.com
    Alt. Names(Optional) Additional domains that you want to add to the request. Each CA treats these differently, and the CA might charge for additional names. You can submit a comma-separated list.www.example.com, secure.example.com
    Email Address(Optional) A contact email address for the certificate.support@example.com
    OrganizationThe exact legal name of your organization. The CA might seek to confirm that your organization is real and legally registered, so don’t abbreviate words that aren’t abbreviated in the organization’s legal name.Example Inc.
    Organizational Unit(Optional) The branch of your organization that is making the request.Marketing
    Locality (City)The city where your organization is legally located. Do not abbreviate the city name.San Antonio
    State or Province NameThe state or province where your organization is legally located. Do not abbreviate the state or province name.Texas
    CountryChoose your country from the drop-down menu. The two-letter ISO abbreviation for your country is included in the CSR.United States

    Note: The bit length is automatically set to 2048.

  5. Click Create Ticket.

Openssl Generate Csr With Extended Key Usage System

Next steps

Openssl Generate Certificate With Extended Key Usage

Reference

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