Thionyl Chloride → N-(2-hydroxy-5-nitrophenyl)-2-bromo-5-methyl-3-thiophenecarboxamide

HRID 649988Notes

Reaction equation

HRID 649988 reaction equation
[Br:1][C:2]1[S:3][C:4]([CH3:10])=[CH:5][C:6]=1[C:7]([OH:9])=O.S(Cl)(Cl)=O.[NH:15]([C:22]1[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[CH:25]=[CH:24][C:23]=1[OH:31])C1C=CC=CC=1>>[OH:31][C:23]1[CH:24]=[CH:25][C:26]([N+:28]([O-:30])=[O:29])=[CH:27][C:22]=1[NH:15][C:7]([C:6]1[CH:5]=[C:4]([CH3:10])[S:3][C:2]=1[Br:1])=[O:9]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 111175892-Bromo-5-methylthiophene-3-carboxylic acidHCID 867572342-Amiino-4-nitrophenol

Product 1

HCID 18422350N-(2-hydroxy-5-nitrophenyl)-2-bromo-5-methyl-3-thiophenecarboxamide

Procedure

In the same manner as in Starting Material Synthesis Example 67 and using 2-bromo-5-methyl-3-thiophenecarboxylic acid, thionyl chloride and 2-amiino-4-nitrophenol, N-(2-hydroxy-5-nitrophenyl)-2-bromo-5-methyl-3-thiophenecarboxamide is obtained.

Workup

  1. customMaterial Synthesis Example 67

Sources & evidence

ORD record
ord-41ccfd4a7df7486884dadee8e93ed816
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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