1,1-Dimethylethyl N-(4-chloro-2-nitrophenyl)carbamate → 1,1-Dimethylethyl N-(2-amino-4-chlorophenyl)carbamate

HRID 717524Notes

Reaction equation

HRID 717524 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[C:4]([N+:16]([O-])=O)[CH:3]=1>[Zn]>[NH2:16][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:12])[CH3:14]

Participants

3

Reactant 1

HCID 539801451,1-Dimethylethyl N-(4-chloro-2-nitrophenyl)carbamate

Product 1

HCID 574562721,1-Dimethylethyl N-(2-amino-4-chlorophenyl)carbamate

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The title compound was prepared from the tert-butyl 4-chloro-2-nitrophenylcarbamate (Example A5; 3 mmol) by reduction with zinc according to the general procedure B. Obtained as a yellow solid (85%), MS (EI) 243 [(M+1)+].

Sources & evidence

ORD record
ord-0afe6c4afca44d50907546beaab37a58
Source dataset
uspto-grants-2015_11
Patent number
US09193710B2

Reaction notes

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