2,4-Difluoronitrobenzene → 6-Fluoro-2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carbonitrile

HRID 649948Notes

Reaction equation

HRID 649948 reaction equation
[NH2:1][C:2]1[S:6][C:5]2[CH:7]=[C:8]([F:11])[CH:9]=[CH:10][C:4]=2[C:3]=1[C:12]#[N:13].F[C:15]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23]>>[F:11][C:8]1[CH:9]=[CH:10][C:4]2[C:3]([C:12]#[N:13])=[C:2]([NH:1][C:15]3[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=3[N+:22]([O-:24])=[O:23])[S:6][C:5]=2[CH:7]=1

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 184221842-Amino-6-fluorobenzo[b]thiophene-3-carbonitrile

Product 1

HCID 184222696-Fluoro-2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carbonitrileYield 92.4%

Procedure

In the same manner as in Starting Material Synthesis Example 51 and using 2-amino-6-fluorobenzo[b]thiophene-3-carbonitrile (4.9 g) and 2,4-difluoro-nitrobenzene (4.1 g), 6-fluoro-2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carbonitrile (7.8 g) was obtained.

Workup

  1. customMaterial Synthesis Example 51

Sources & evidence

ORD record
ord-75065d156d1447b7b466d39bb2194eaa
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

Loading…