On Friday Democrats in the U.S. Senate failed to get the 60 votes needed to move on a measure to prohibit unauthorized military operations “in or against” Iran.

U.S. Sens. Brian Schatz and Mazie Hirono were among the 50 members who voted in favor of the measure, an amendment to the National Defense Authorization Act for Fiscal Year 2020.

Some Republicans joined the Dems, but another 40 Republicans voted “nay.”

Ten members did not vote.

The Hill reported that the vote is believed to have been the longest Senate vote in modern history.

“The Senate is normally out of town on Friday, but stuck around to give 2020 Democratic candidates a chance to vote on the amendment, from Sens. Tim Kaine (D-Va.) and Tom Udall (D-N.M.), that would block Trump from using funding to take military action against Iran without congressional approval,” according to the report.

The Senate came into session at 5 a.m., several hours earlier that usual, says The Hill, and did not conclude business until after 3 p.m. — 10 hours total on one item.