5-Acetylthiophene-2-carboxylic acid → 5-Acetyl-N-(4-chloro-3-iodophenyl)thiophene-2-carboxamide

HRID 922823Notes

Reaction equation

HRID 922823 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[I:9].[C:10]([C:13]1[S:17][C:16]([C:18](O)=[O:19])=[CH:15][CH:14]=1)(=[O:12])[CH3:11]>>[C:10]([C:13]1[S:17][C:16]([C:18]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([Cl:1])=[C:3]([I:9])[CH:4]=2)=[O:19])=[CH:15][CH:14]=1)(=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 37427275-Acetylthiophene-2-carboxylic acidHCID 218749544-Chloro-3-iodoaniline

Product 1

HCID 668778965-Acetyl-N-(4-chloro-3-iodophenyl)thiophene-2-carboxamide

Procedure

4-Chloro-3-iodoaniline (2.5 g, 9.88 mmol) was used in Procedure E with 5-acetylthiophene-2-carboxylic acid (1.85 g, 10.8 mmol) at 23° C. for 2 hours. The crude material was purified by silica gel chromatography (20-100% ethyl acetate/hexanes) to yield 5-Acetyl-N-(4-chloro-3-iodophenyl)thiophene-2-carboxamide as a yellow solid.

Workup

  1. customThe crude material was purified by silica gel chromatography (20-100% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-3cd78de42ecd452993dc9b3126ca68b7
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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