Benzene, 2-fluoro-4-methyl-1-nitro- → 6-Fluoro-2-(5-methyl-2-nitroanilino)benzo[b]thiophene-3-carbonitrile

HRID 649949Notes

Reaction equation

HRID 649949 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:16]=[C:17]([CH3:24])[CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22]>CS(C)=O>[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:16]=[C:17]([CH3:24])[CH:18]=[CH:19][C:20]=3[N+:21]([O-:23])=[O:22])[S:6][C:5]=2[CH:7]=1

Participants

4

Reactant 2

HCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 184221842-Amino-6-fluorobenzo[b]thiophene-3-carbonitrile

Product 1

HCID 184222356-Fluoro-2-(5-methyl-2-nitroanilino)benzo[b]thiophene-3-carbonitrileYield 88.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Starting Material Synthesis Example 51 and using 2-amino-6-fluorobenzo[b]thiophene-3-carbonitrile (5.0 g), 3-fluoro-4-nitrotoluene (4.7 g) and dimethyl sulfoxide (55 ml), 6-fluoro-2-(5-methyl-2-nitroanilino)benzo[b]thiophene-3-carbonitrile (7.5 g) was obtained.

Workup

  1. customMaterial Synthesis Example 51

Sources & evidence

ORD record
ord-053592d7aa30454dbc997c4218d35272
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

Loading…