Hydrochloric Acid → 2-Hydroxybenzo(b)thiophene-3-carboxamide
Reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:12]([NH2:14])=[O:13])[C:9](O)=[O:10].Cl.C(O)(=O)CC(N)=O>CN(C)C=O>[OH:10][C:9]1[S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[C:8]=1[C:12]([NH2:14])=[O:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
Under a nitrogen atmosphere, a mixture of o-mercaptophenylmalonamic acid (2.1 g, 0.01 m), dimethylformamide (20 ml), and concentrated hydrochloric acid (0.2 ml) are heated in an oil-bath at ca. 100° C. until thin-layer chromatography indicates the absence of starting malonamic acid. The cooled, stirred mixture is diluted with ice-water, aged and filtered to yield 2-hydroxybenzo(b)thiophene-3-carboxamide.
Workup
- filtrationfiltered
Sources & evidence
- ORD record
- ord-d394fa241c264d91bca83506640d7a32
- Source dataset
- uspto-grants-1988_11
- Patent number
- US04782080
Reaction notes
Loading…