Isobutylamine → Methyl 4-[(2-methylpropyl)amino]-3-nitrobenzoate

HRID 410896Notes

Reaction equation

HRID 410896 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH2:15]([NH2:19])[CH:16]([CH3:18])[CH3:17]>CN(C=O)C>[CH3:9][O:8][C:6](=[O:7])[C:5]1[CH:10]=[CH:11][C:2]([NH:19][CH2:15][CH:16]([CH3:18])[CH3:17])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

4

Reactant 2

HCID 6558IsobutylamineHCID 735797Methyl 4-chloro-3-nitrobenzoate

Product 1

HCID 67334709Methyl 4-[(2-methylpropyl)amino]-3-nitrobenzoateYield 81.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Isobutylamino-3-nitro-benzoic acid methyl ester (950.0 mg) was prepared by following General Procedure A starting from methyl 4-chloro-3-nitrobenzoate (1.0 g) and isobutyl amine (402.0 mg) in DMF (10.0 mL). The crude product was used in the next step without further purification.

Workup

  1. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-78d043cda1874fedb620d3037bde705b
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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