Benzene, 2-fluoro-4-methyl-1-nitro- → HCID 18422183, compound

HRID 1281785Notes

Reaction equation

HRID 1281785 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:18]=[C:19]([CH3:26])[CH:20]=[CH:21][C:22]=1[N+:23]([O-:25])=[O:24]>CS(C)=O>[CH3:26][C:19]1[CH:18]=[CH:17][C:22]([N+:23]([O-:25])=[O:24])=[C:21]([CH:20]=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]

Participants

4

Reactant 2

HCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 699464Ethyl 2-amino-1-benzothiophene-3-carboxylate

Product 1

HCID 18422183HCID 18422183, compoundYield 111.9%

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 (3 g), 3-fluoro-4-nitrotoluene (2.1 g) and dimethyl sulfoxide (25 ml), ethyl 2-(5-methyl-2-nitroanilino)benzo[b]thiophene-3-carboxylate (5.4 g) was obtained. Without purification, in the same manner as in Starting Material Synthesis Example 19 and using 10% palladium-carbon (1.5 g), ethyl 2-(2-amino-5-methylanilino)benzo[b]thiophene-3-carboxylate (1.6 g) was obtained.

Workup

  1. customMaterial Synthesis Example 4

Sources & evidence

ORD record
ord-3145643ff3e14336b8ffe3d525ede54c
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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