2-Methoxyethylamine → Methyl 4-((2-methoxyethyl)amino)-3-nitrobenzoate

HRID 410902Notes

Reaction equation

HRID 410902 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].[CH3:15][O:16][CH2:17][CH2:18][NH2:19]>CN(C=O)C>[CH3:9][O:8][C:6](=[O:7])[C:5]1[CH:10]=[CH:11][C:2]([NH:19][CH2:18][CH2:17][O:16][CH3:15])=[C:3]([N+:12]([O-:14])=[O:13])[CH:4]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 735797Methyl 4-chloro-3-nitrobenzoate

Product 1

HCID 67335214Methyl 4-((2-methoxyethyl)amino)-3-nitrobenzoateYield 81.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(2-Methoxy-ethylamino)-3-nitro-benzoic acid methyl ester (960.0 mg) was prepared by following General Procedure A starting from methyl 4-chloro-3-nitrobenzoate (1.0 g) and 2-methoxy-ethylamine (413.0 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-2d6bd3c84a2c4c2eb409de875b20f45e
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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