Sodium hydride → 2-(Azetidin-3-ylthio)-1,3-thiazolidine
Reaction equation
[S:1]1[CH2:5][CH:4]=[N:3][C:2]1=[S:6].[H-].[Na+].[N:9]12[CH2:12][CH:11]1[CH2:10]2>O1CCCC1>[NH:9]1[CH2:12][CH:11]([S:6][CH:2]2[NH:3][CH2:4][CH2:5][S:1]2)[CH2:10]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a 5 ml solution of dried tetrahydrofuran containing 550 mg (4.61 mmol) of 1,3-thiazoline-2-thione which was being cooled with ice, on the other hand, there was added 181 mg (55%) of sodium hydride, and the resulting mixture was stirred for one hour. To the obtained solution, there was added dropwise the above solution of 1-azabicyclo[1.1.0]butane dissolved in tetrahydrofuran at -78° C., and the resulting solution was stirred at a room temperature for 20 hours, and, then, the reaction liquid was subjected to high performance liquid chromatography, and, thus, there was obtained 2-(azetidin-3-ylthio)-1,3-thiazolidine (9).
Workup
- stirringthe resulting solution was stirred at a room temperature for 20 hours
- customthe reaction liquid
Sources & evidence
- ORD record
- ord-d63822b162334afb98b09f928f03caef
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05783703
Reaction notes
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