5-Methylthiophene-2-carboxylic acid → N-(2-bromo-4-methoxyphenyl)-5-methyl-N-(5-methylthiophene-2-carbonyl)thiophene-2-carboxamide

HRID 1853651Notes

Reaction equation

HRID 1853651 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.[Br:10][C:11]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:12]=1[NH2:13]>>[Br:10][C:11]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:12]=1[N:13]([C:7]([C:5]1[S:6][C:2]([CH3:1])=[CH:3][CH:4]=1)=[O:9])[C:7]([C:5]1[S:6][C:2]([CH3:1])=[CH:3][CH:4]=1)=[O:9]

Participants

3

Reactant 2

HCID 747135-Methylthiophene-2-carboxylic acidHCID 108996712-Bromo-4-methoxyaniline

Product 1

HCID 67447412N-(2-bromo-4-methoxyphenyl)-5-methyl-N-(5-methylthiophene-2-carbonyl)thiophene-2-carboxamideYield 57%

Procedure

Following Step 1 from General Procedure A, 5-methylthiophene-2-carboxylic acid (8.5 g, 60 mmol) was reacted with 2-bromo-4-methoxyaniline (6.7 g, 30 mmol) to afford the desired product (5.0 g, 57%) as a solid: ESI MS m/z 327 [C13H12BrNO2S+H]+.

Sources & evidence

ORD record
ord-760d19deecd247f78d6637732623cc79
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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