2,4-Difluoronitrobenzene → Ethyl 2-(5-fluoro-2-nitroanilino)-6-methylbenzo[b]thiophene-3-carboxylate

HRID 649902Notes

Reaction equation

HRID 649902 reaction equation
[NH2:1][C:2]1[S:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:4]=2[C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].F[C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[N+:25]([O-:27])=[O:26]>CS(C)=O>[F:24][C:22]1[CH:21]=[CH:20][C:19]([N+:25]([O-:27])=[O:26])=[C:18]([CH:23]=1)[NH:1][C:2]1[S:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:4]=2[C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 18422153Ethyl 2-amino-6-methylbenzo[b]thiophene-3-carboxylate

Product 1

HCID 18422188Ethyl 2-(5-fluoro-2-nitroanilino)-6-methylbenzo[b]thiophene-3-carboxylateYield 71.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Starting Material Synthesis Example 4 and using ethyl 2-amino-6-methylbenzo[b]thiophene-3-carboxylate (4.5 g), 2,4-difluoronitrobenzene (3.1 g) and dimethyl sulfoxide, ethyl 2-(5-fluoro-2-nitroanilino)-6-methylbenzo[b]thiophene-3-carboxyiate (5.1 g) was obtained.

Workup

  1. customMaterial Synthesis Example 4

Sources & evidence

ORD record
ord-6fa8b3f4eea2408f878ac16cb75b6dd6
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

Loading…