Ammonium Hydroxide → 5-Amino-2-thiophenecarboxamide

Reaction equation

C[O:2][C:3]([C:5]1[S:6][C:7]([NH2:10])=[CH:8][CH:9]=1)=O.[NH4+:11].[OH-]>>[NH2:10][C:7]1[S:6][C:5]([C:3]([NH2:11])=[O:2])=[CH:9][CH:8]=1

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 7131725Methyl 5-amino-2-thiophenecarboxylate

Product 1

HCID 450841625-Amino-2-thiophenecarboxamideYield 47.4%

Conditions

Temperature: 60 °C

Procedure

A 18 ml vial was loaded with 5-amino-thiophene-2-carboxylic acid methylester (250 mg, 1.59 mmole) and 5 ml of 30% NH4OH. The vial was sealed and the mixture was heated at 60° C. for 24 hours. The mixture was cooled down and concentrated to give 200 mg crude product, 47.4% yield.

Workup

customThe vial was sealed
temperatureThe mixture was cooled down
concentrationconcentrated

Sources & evidence

ORD record: ord-b42d4bcdf5fd4421a3d8a0ce646d6f1f
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691816B2

Reaction notes

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