Sodium Methoxide → Methyl 2-methoxy-4-(methylamino)-5-nitrobenzoate

HRID 1898326Notes

Reaction equation

HRID 1898326 reaction equation
F[C:2]1[CH:11]=[C:10]([NH:12][CH3:13])[C:9]([N+:14]([O-:16])=[O:15])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:17][O-:18].[Na+]>CO>[CH3:17][O:18][C:2]1[CH:11]=[C:10]([NH:12][CH3:13])[C:9]([N+:14]([O-:16])=[O:15])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 59395139HCID 59395139, compound

Product 1

HCID 67331452Methyl 2-methoxy-4-(methylamino)-5-nitrobenzoateYield 29,629.699%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared following the procedure described for Step-4 of Intermediate-1 using methyl 2-fluoro-4-(methylamino)-5-nitrobenzoate (12.00 g, 0.0562 mmol) and sodium methoxide (22.73 g, 0.4210 mmol), methanol to afford 4.00 g of the desired product. 1HNMR (DMSO-d6): δ 3.02 (d, J=4.5 Hz, 3H), 3.75 (s, 3H), 3.94 (s, 3H), 6.28 (s, 1H), 8.57 (s, 1H), 8.62 (bs, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-236b0743bec048bfb75bfd2cec987557
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

Loading…