4-Fluoro-3-nitrobenzotrifluoride → HCID 18422250, compound

HRID 1281792Notes

Reaction equation

HRID 1281792 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]([O:13][CH2:14][CH3:15])=[O:12].F[C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:18]=1[N+:27]([O-:29])=[O:28]>CS(C)=O>[N+:27]([C:18]1[CH:19]=[C:20]([C:23]([F:24])([F:25])[F:26])[CH:21]=[CH:22][C:17]=1[NH: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]([O:13][CH2:14][CH3:15])=[O:12])([O-:29])=[O:28]

Participants

4

Reactant 2

HCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 699464Ethyl 2-amino-1-benzothiophene-3-carboxylate

Product 1

HCID 18422250HCID 18422250, compoundYield 129.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Starting Material Synthesis Example 4 and using ethyl 2-aminobenzo[b]thiophene-3-carboxylate (5.0 g), 4-fluoro-3-nitrobenzotrifluoride (5.1 g) and dimethyl sulfoxide (65 ml), ethyl 2-(2-nitro-4-trifluoromethylanilino)benzo[b]thiophene-3-carboxylate (12 g) was obtained. Without purification, in the same manner as in Starting Material Synthesis Example 21 and using ethanol (50 ml), 18% hydrochloric acid (50 ml) and tin(II) chloride-dihydrate (10.9 g), ethyl 2-(2-amino-4-trifluoromethylanilino)benzo[b]thiophene-3-carboxylate (2.8 g) was obtained.

Workup

  1. customMaterial Synthesis Example 4

Sources & evidence

ORD record
ord-d2d2e011becd451ea32c0789626d779b
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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