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

HRID 1281862Notes

Reaction equation

HRID 1281862 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.[NH2:15][C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[OH:25]>>[OH:25][C:17]1[CH:18]=[CH:19][C:20]([N+:22]([O-:24])=[O:23])=[CH:21][C:16]=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 36133892-Amino-4-NitrophenolHCID 111175892-Bromo-5-methylthiophene-3-carboxylic acid

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-amino-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-a3d3520bf065485d89ad0b862e94dbe5
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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