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

HRID 649950Notes

Reaction equation

HRID 649950 reaction equation
[NH2:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:11]#[N:12].F[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[N+:21]([O-:23])=[O:22]>>[F:20][C:17]1[CH:18]=[CH:19][C:14]([NH:1][C:2]2[S:6][C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[C:3]=2[C:11]#[N:12])=[C:15]([N+:21]([O-:23])=[O:22])[CH:16]=1

Participants

3

Reactant 2

HCID 677672,5-DifluoronitrobenzeneHCID 232735812-Amino-1-benzothiophene-3-carbonitrile

Product 1

HCID 184222982-(4-Fluoro-2-nitroanilino)benzo[b]thiophene-3-carbonitrileYield 93.1%

Procedure

In the same manner as in Starting Material Synthesis Example 51 and using 2-aminobenzo[b]thiophene-3-carbonitrile (4.0 g) and 2,5-difluoronitrobenzene (3.7 g), 2-(4-fluoro-2-nitroanilino)benzo[b]thiophene-3-carbonitrile (6.7 g) was obtained.

Workup

  1. customMaterial Synthesis Example 51

Sources & evidence

ORD record
ord-7302d0442ec44ef18f872662099af935
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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