5-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile → 2-(2-Aminoanilino)-5-methylthiophene-3-carbonitrile

HRID 1666932Notes

Reaction equation

HRID 1666932 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[NH:6][C:7]1[S:8][C:9]([CH3:14])=[CH:10][C:11]=1[C:12]#[N:13])([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=1[NH:6][C:7]1[S:8][C:9]([CH3:14])=[CH:10][C:11]=1[C:12]#[N:13]

Participants

4

Reactant 1

HCID 3954605-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile

Product 1

HCID 674452622-(2-Aminoanilino)-5-methylthiophene-3-carbonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(2-Nitroanilino)-5-methylthiophene-3-carbonitrile (100 g) is taken in ethyl acetate (1000 ml). The reaction mixture is then hydrogenated by 5% Pd/C (15 g) at 50-55° C. at 10-12 Kg pressure. The reaction mixture is filtered, and ethyl acetate is distilled off to get the title compound.

Workup

  1. filtrationThe reaction mixture is filtered
  2. distillationethyl acetate is distilled off

Sources & evidence

ORD record
ord-302a18ee9fe34f6aa6145ec243e4ccee
Source dataset
uspto-grants-2011_10
Patent number
US08044196B2

Reaction notes

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