Methylamine → 4-(Methylamino)-3-nitrobenzoic acid

HRID 919282Notes

Reaction equation

HRID 919282 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[CH3:14][NH2:15]>>[CH3:14][NH:15][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 73204-Chloro-3-nitrobenzoic acid

Product 1

HCID 2834754-(Methylamino)-3-nitrobenzoic acid

Conditions

Temperature
87.5 °C

Procedure

A mixture of 4-chloro-3-nitrobenzoic acid compound of formula-8 (200 g) and methyl amine (660 ml) was taken into autoclave and heated to 85-90° C. and stirred for 5 hours under pressure of 2.0-2.5 kg. After completion of the reaction, the reaction mixture was cooled to 25-35° C. Quenched the reaction mixture with water and then acidified with hydrochloric acid. Filtered the precipitated solid and then dried to get title compound.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to 25-35° C
  3. customQuenched the reaction mixture with water
  4. filtrationFiltered the precipitated solid
  5. customdried

Sources & evidence

ORD record
ord-3890e6b34abf45989e1b461d6752b90b
Source dataset
uspto-grants-2016_03
Patent number
US09273030B2

Reaction notes

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