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

HRID 2231290Notes

Reaction equation

HRID 2231290 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

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 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.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 12 hours
  3. filtrationfiltered

Sources & evidence

ORD record
ord-dc6bc83cd6e0450db766e10d8abd759a
Source dataset
uspto-grants-1988_11
Patent number
US04782080

Reaction notes

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