Dimethylformamide → HCID 10970229, compound

HRID 1634312Notes

Reaction equation

HRID 1634312 reaction equation
[C:1]1([S:7]([O:10][C:11]2[CH:22]=[CH:21][C:14]3[S:15][CH:16]=[C:17]([C:18](O)=[O:19])[C:13]=3[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.S(Cl)([Cl:30])=O>C1(C)C=CC=CC=1>[C:1]1([S:7]([O:10][C:11]2[CH:22]=[CH:21][C:14]3[S:15][CH:16]=[C:17]([C:18]([Cl:30])=[O:19])[C:13]=3[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 9862505HCID 9862505, compound

Product 1

HCID 10970229HCID 10970229, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 5.582 g (16.7 mmol) of the above obtained 5-benzenesulfonyloxybenzo[b]thiophene-3-carboxylic acid (2), a drop of dimethylformamide, 3.57 ml (50 mmol) of thionyl chloride and 22 ml of toluene was refluxed for 1.5 hours and then concentrated under reduced pressure to give 5.89 g of the objective compound (3).

Workup

  1. additionA mixture of 5.582 g (16.7 mmol) of the
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8e466705813a47f888c57225db98dde4
Source dataset
uspto-grants-2003_01
Patent number
US06506789B2

Reaction notes

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