Chloroform → HCID 53772462, compound

HRID 370525Notes

Reaction equation

HRID 370525 reaction equation
[S:1]1[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH:3]=[C:2]1[C:13]([OH:15])=O.S(Cl)([Cl:18])=O.C(Cl)(Cl)Cl>CN(C)C=O>[S:1]1[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH:3]=[C:2]1[C:13]([Cl:18])=[O:15]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24386Thionyl ChlorideHCID 14508538HCID 14508538, compound

Product 1

HCID 53772462HCID 53772462, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 15.5 g thieno[3,2-b]benzofuran-2-carboxylic acid, 16.9 g of thionyl chloride, 150 ml of chloroform and 1 ml of dimethylformamide is refluxed 5 hours, the reaction mixture is screened and the solvent removed from the filtrate to yield thieno[3,2-b]benzofuran-2-carboxylic acid chloride as a brown solid. 5.1 g of the above mentioned acid chloride is added portionwise over 30 minutes to a stirred mixture of 2.7 g of 2-aminothiophenol, 50 ml of toluene and 5 ml of pyridine cooled in an ice bath. The mixture is then stirred at ambient temperature for 17 hours, cooled, filtered and the residue washed with ligroin to yield the amide of formula (X) ##STR18## as a brown solid.

Workup

  1. temperatureis refluxed 5 hours
  2. customthe solvent removed from the filtrate

Sources & evidence

ORD record
ord-51cab7afa6d9481493a5f8d75f1b6a2c
Source dataset
uspto-grants-1985_07
Patent number
US04526976

Reaction notes

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