Benzyl mercaptan → HCID 22923306, compound

HRID 513712Notes

Reaction equation

HRID 513712 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:14]([SH:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CS(C)=O>[CH2:14]([S:21][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 73277Chloropyrazine

Product 1

HCID 22923306HCID 22923306, compoundYield 45.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In a similar fashion using route 38 general procedure 92, 2-chloropyrazine (1 g, 8.73 mmol), K2CO3 (1.80 g 13.1 mmol), benzylmercaptan (1.62 g 13.1 mmol) and DMSO (8 ml) at 150° C. for 4 h in sealed tube gave the title compound (805 mg, 45%) after purification by column chromatography with n-hexane/EtOAc (97:3) as the eluent.

Workup

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

Sources & evidence

ORD record
ord-1e1048cf0c164c2ea2a126992ef7c09f
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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