Configure a new domain certificate—ArcGIS Notebook Server

ArcGIS Enterprise uses HTTPS, which requires that a digital certificate be configured with ArcGIS Notebook Server. Beginning in 2017, the Chrome Internet browser only trusts domain certificates that contain a Subject Alternative Name (SAN) parameter. This parameter cannot be configured by the IIS Manager application alone, meaning certificates produced from that workflow are not trusted by Chrome.

In most cases, your IT administrator will provide you with the necessary CA-signed certificate. The below script creates a certificate that contains a SAN and exports it from IIS Manager in a format that can then be imported into your ArcGIS Notebook Server site.

Save and run the certificate script

To create a domain certificate, your domain must already have a certificate authority, and your machine must have IIS Manager installed. The Windows PowerShell ISE environment is preferable for this workflow, as it provides both a script window and a command prompt window.

Open the Windows PowerShell ISE application on your machine using the Run as administrator option, and create a new script.
Copy and paste the below text into the script window of the application.
Save the script as a .ps1 file, such as certificateScript.ps1.
In the command prompt panel of the ISE application, change directories to where your script was saved, and run the following script: .\certificateScript.ps1

Certificate script to be run in PowerShell

function New-CertificateRequest {
    param ( [string]$hostname )
 
    $CATemplate = "WebServer"
	$CertificateINI = "cert.ini"
    $CertificateREQ = "cert.req"
    $CertificateRSP = "cert.rsp"
    $CertificateCER = "cert.cer"
	$Subject = 'Subject="CN=' + $hostname + '"'
	$FriendlyName = 'FriendlyName=' + $hostname
	$SAN = '_continue_ = "dns=' + $hostname + '&"'
 
    ### INI file generation
    new-item -type file $CertificateINI -force
    add-content $CertificateINI '[Version]'
    add-content $CertificateINI 'Signature="$Windows NT$"'
    add-content $CertificateINI ''
    add-content $CertificateINI '[NewRequest]'
    add-content $CertificateINI $Subject
    add-content $CertificateINI 'Exportable=TRUE'
    add-content $CertificateINI 'KeyLength=2048'
    add-content $CertificateINI 'KeySpec=1'
    add-content $CertificateINI 'KeyUsage=0xA0'
    add-content $CertificateINI 'MachineKeySet=True'
    add-content $CertificateINI 'ProviderName="Microsoft RSA SChannel Cryptographic Provider"'
    add-content $CertificateINI 'ProviderType=12'
    add-content $CertificateINI 'SMIME=FALSE'
    add-content $CertificateINI 'RequestType=PKCS10'
	add-content $CertificateINI $FriendlyName
    add-content $CertificateINI '[Strings]'
    add-content $CertificateINI 'szOID_ENHANCED_KEY_USAGE = "2.5.29.37"'
    add-content $CertificateINI 'szOID_PKIX_KP_SERVER_AUTH = "1.3.6.1.5.5.7.3.1"'
    add-content $CertificateINI 'szOID_PKIX_KP_CLIENT_AUTH = "1.3.6.1.5.5.7.3.2"'
    add-content $CertificateINI 'szOID_SUBJECT_ALT_NAME2 = "2.5.29.17"'
    add-content $CertificateINI '[Extensions]'
    add-content $CertificateINI '2.5.29.17 = "{text}"'
    add-content $CertificateINI $SAN

 
    ### Certificate request generation
    if (test-path $CertificateREQ) {del $CertificateREQ}
    certreq -new $CertificateINI $CertificateREQ
 
    ### Online certificate request and import
    if ($OnlineCA) {
        if (test-path $CertificateCER) {del $CertificateCER}
        if (test-path $CertificateRSP) {del $CertificateRSP}
        certreq -submit -attrib "CertificateTemplate:$CATemplate" -config $OnlineCA $CertificateREQ $CertificateCER
        certreq -accept $CertificateCER
    }
	
	### Delete certificate request files
	if (test-path $CertificateINI) {del $CertificateINI}
	if (test-path $CertificateREQ) {del $CertificateREQ}
	if (test-path $CertificateRSP) {del $CertificateRSP}
	if (test-path $CertificateCER) {del $CertificateCER}
}

## Main
if ($args.length -ne 0) {$hostname = $args[0]}
else {$hostname = "$env:computername.$env:userdnsdomain".ToLower()}

# Check if a CA exists in the domain and if IIS is installed
if (@(certutil -dump | select-string "Config:")) {
	$OnlineCA = (certutil -dump | select-string "Config:").Line.replace("``",'"').replace("'",'"').split('"')[1]
} else {
	Write-Host "Unable to determine certificate authority (CA) for this domain"
	Exit
}
if (-not @(Get-Service W3SVC -ErrorAction Ignore)) {
	Write-Host "IIS is not installed on this machine"
	Exit
}

# Generate a certificate for the local machine if one does not already exist
if (@(Get-ChildItem cert:\LocalMachine\My | where-object { $_.FriendlyName -like "$hostname" }).count -eq 0) {
	New-CertificateRequest -hostname $hostname > $null
	Write-Host "Created a new certificate for $hostname"
} else {
	Write-Host "A certificate for $hostname already exists"
}

# Create https binding if necessary and add new cert to https binding
import-module WebAdministration
if (@(Get-WebBinding -name "Default Web Site" | Where-Object {$_.protocol -match "https"}).count -eq 0) {
	Write-Host 'Creating https binding for "Default Web Site"'
	New-WebBinding -name "Default Web Site" -Protocol https -Port 443
}
if (@(netsh http show sslcert ipport="0.0.0.0:443" | select-string -pattern "IP:port").count -ne 0) {
	netsh http delete sslcert ipport="0.0.0.0:443" > $null
}
$cert = (Get-ChildItem cert:\LocalMachine\My | where-object { $_.FriendlyName -like "$hostname" } | Select-Object -First 1).Thumbprint
$guid = [guid]::NewGuid().ToString("B")
netsh http add sslcert ipport="0.0.0.0:443" certhash=$cert certstorename=MY appid="$guid" > $null
Write-Host "Updated https binding to use certificate for $hostname"

# Export certificate to .pfx if it doesn't already exist (Windows 2016 and higher)
$scriptPath = split-path -parent $MyInvocation.MyCommand.Definition
if ([Environment]::OSVersion.Version -ge (new-object 'Version' 6,2)) {
	$pfxname = $hostname.Split(".")[0]
	if ($pfxname -eq '*') {$pfxname = "wildcard"}
	$pfxname = $pfxname + ".pfx"
	if (-Not (test-path $scriptPath\$pfxname)) {
		$pfxpwd = ConvertTo-SecureString -String "certificate" -Force -AsPlainText
		$cert = (Get-ChildItem cert:\LocalMachine\My | where-object { $_.FriendlyName -like "$hostname" } | Select-Object -First 1).Thumbprint
		Get-ChildItem -Path cert:\localMachine\My\$cert | Export-PfxCertificate -FilePath $scriptPath\$pfxname -Password $pfxpwd -ChainOption EndEntityCertOnly > $null
		Write-Host "Certificate for $hostname successfully exported to $scriptPath\$pfxname with password 'certificate'"
	}
}

# Export domain CA root certificate to domainRoot.cer
if (-Not (test-path $scriptPath\domainRoot.cer) -And ($OnlineCA)) {
	certutil -config $OnlineCA '-ca.cert' $scriptPath\domainRoot.cer > $null
	Write-Host "Domain root certificate exported to $scriptPath\domainRoot.cer"
}

Import the new certificate into ArcGIS Notebook Server

These steps outline how to import both certificate files exported by the script: the domain root certificate in .cer format and the server certificate in .pfx format. The locations of both should be in the same folder where you saved the script; they are also provided in the command prompt output when the script is executed.

Log in to your ArcGIS Notebook Server Administrator Directory at https://notebookserver.domain.com:11443/arcgis/admin.
Browse to machines > <machine name> > sslcertificates and click importRootOrIntermediate.
Enter an alias as in step 3 and browse to the location of the domainRoot.cer file. Click import.
Browse back to the machine's page and click importExistingServerCertificate.
Again, provide the certificate password and the location of the .pfx certificate on your machine. Click Submit.
Return to the machine's page and click edit.
Replace the value for Web server SSL certificate with the alias of the new domain certificate. Click Save Edits. The server machine will restart, which takes up to a few minutes.

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