WASHINGTON (AP) — The Supreme Court on Tuesday explored what happens when a decades-old law meets 21st century technology.

The justices heard arguments in a dispute between the Trump administration and Microsoft Corp. over a warrant for emails stored in the internet cloud outside the United States.

The Drug Enforcement Administration wanted the emails as part of a drug trafficking investigation. The agency obtained a warrant under a 1986 law, but Microsoft refused to turn over the emails because they are stored on a company server in Dublin, Ireland, and the warrant does not apply abroad.

The federal appeals court in New York agreed with the company that the 1986 Stored Communications Act does not apply outside the United States.

The arguments highlighted the difficulty that judges face in trying to apply older laws to new technological developments.

“I recognize we have a difficult statute here,” Justice Anthony Kennedy said.

When the law was written, Justice Ruth Bader Ginsburg said, “No one ever heard of clouds. This kind of storage didn’t exist.”

Still, it seemed likely that the court would side with the administration, which argues that investigations have been hampered by the appellate ruling.

Justice Department lawyer Michael Dreeben argued that the focus should be on Microsoft’s headquarters in Redmond, Washington. That’s where a computer operator would retrieve the emails and hand them over to federal authorities.

Joshua Rosenkranz, representing Microsoft, wanted to talk about where the emails are kept.

“They are stored in Ireland. And the government is asking us to go and fetch them from Ireland,” Rosenkranz said.

Chief Justice John Roberts said the government seemed to have the better of the argument because “the statute focuses on disclosure. And disclosure takes place in Washington, not in Ireland.”

Ginsburg and other justices said it would be better if Congress updated the law. Sen. Orrin Hatch, R-Utah, who was in the courtroom Tuesday, is a sponsor of a bipartisan proposal that has been introduced in Congress.

The legislation known as the Cloud Act has the support of both the Trump administration and Microsoft.

But lawyers on both sides said the court should decide the case before it, not wait for Congress to act.

Dreeben told the court that Microsoft voluntarily moved the emails to a server in Ireland and could just as easily retrieve them. He stressed that the government had a warrant, “the gold standard” for addressing privacy concerns.

“It’s not a case about privacy,” said Dreeben, who is part of special counsel Robert Mueller’s Russia investigation team, but has occasionally argued important cases at the Supreme Court.