Benzyl mercaptan → HCID 12457583, compound

HRID 513713Notes

Reaction equation

HRID 513713 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.C([O-])([O-])=O.[K+].[K+].[CH2:13]([SH:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CS(C)=O>[CH2:13]([S:20][C:2]1[S:3][CH:4]=[CH:5][N:6]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 764302-Bromothiazole

Product 1

HCID 12457583HCID 12457583, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In a similar fashion using route 38 general procedure 92, 2-bromothiazole (700 mg, 4.2 mmol), K2CO3 (884 mg, 6.4 mmol), benzylmercaptan (795 ml 6.4 mmol) in DMSO (6 ml) at 150° C. for 4 h in sealed tube gave the title compound (740 mg, 83%) after purification by column chromatography with n-hexane/EtOAc (98:2) as the eluent.

Workup

  1. customat 150° C.
  2. customfor 4 h

Sources & evidence

ORD record
ord-3bfc2a7cf5f9408bba212dc9f58d4760
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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