Sodium hydride → 2-(Azetidin-3-ylthio)-1,3-thiazolidine

HRID 2258113Notes

Reaction equation

HRID 2258113 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]1

Participants

5

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

  1. stirringthe resulting solution was stirred at a room temperature for 20 hours
  2. customthe reaction liquid

Sources & evidence

ORD record
ord-a9f51c2919a044d8adb55fcd02bb2abe
Source dataset
uspto-grants-1997_08
Patent number
US05659043

Reaction notes

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