Phosphorus oxychloride → HCID 3769639, compound

HRID 1390943Notes

Reaction equation

HRID 1390943 reaction equation
[Cl:1][C:2]1[C:3]2[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[C:7]([NH2:9])=O.P(Cl)(Cl)(Cl)=O>>[Cl:1][C:2]1[C:3]2[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=2[S:5][C:6]=1[C:7]#[N:9]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 6070523-Chlorobenzo(b)thiophene-2-carboxamide

Product 1

HCID 3769639HCID 3769639, compound

Procedure

A stirred mixture of 0.2 mole of 3-chlorobenzo-[b]thiophene-2-carboxamide in 150 ml. of phosphorus oxychloride was refluxed for three hours. The reaction mixture was then cooled to room temperature and poured onto 1 kg of ice to give a solid product which was collected by filtration. Recrystallization from 1-chlorobutane gave 3-chlorobenzo[b]thiophene-2-carbonitrile, m.p. 124°-125° C.

Workup

  1. customto give a solid product which
  2. filtrationwas collected by filtration
  3. customRecrystallization from 1-chlorobutane

Sources & evidence

ORD record
ord-a941c9f72f8647d8bc8c0602efa8c2fd
Source dataset
uspto-grants-1979_02
Patent number
US04140785

Reaction notes

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