Methylamine → Ethyl 3-(methylamino)-4-nitrobenzoate

HRID 411000Notes

Reaction equation

HRID 411000 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7](F)[CH:6]=1)[CH3:2].[CH3:16][NH2:17]>C1COCC1.CN(C=O)C>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([NH:17][CH3:16])[CH:6]=1)[CH3:2]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 45036938Ethyl 3-Fluoro-4-nitrobenzoate

Product 1

HCID 67333336Ethyl 3-(methylamino)-4-nitrobenzoate

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-Methylamino-4-nitro-benzoic acid ethyl ester (2.8 g) was prepared by following General Procedure A starting from 3-fluoro-4-nitro-benzoic acid ethyl ester (3 g) and 2 M methylamine in THF (15 mL) in DMF (15 mL).

Sources & evidence

ORD record
ord-295c70fa03584261aea92be3011633e9
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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