Hydrochloric Acid → 2-Hydroxybenzo(b)thiophene-3-carboxamide

Reaction equation

C(N[C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6]=1[C:14]#[N:15])(=O)C.C([OH:18])C.Cl.[OH2:20]>>[OH:20][C:5]1[S:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6]=1[C:14]([NH2:15])=[O:18]

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 962Water2×

HCID 21286564N-(3-Cyano-1-benzothiophen-2-yl)acetamide

Product 1

HCID 142579342-Hydroxybenzo(b)thiophene-3-carboxamide

Procedure

A mixture of 2-acetamido-3-cyanobenzo(b)thiophene (2.2 g, 0.01 m), ethanol (25 ml), water (15 ml) and concentrated hydrochloric acid (25 ml) is heated under reflux for 12 hours. The reaction mixture is diluted with water, aged and filtered to yield 2-hydroxybenzo(b)thiophene-3-carboxamide.