Hydrochloric Acid → 4-(Methylamino)-3-nitrobenzoic acid

HRID 1503220Notes

Reaction equation

HRID 1503220 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].Cl>>[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

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 73204-Chloro-3-nitrobenzoic acid

Product 1

HCID 2834754-(Methylamino)-3-nitrobenzoic acid

Conditions

Temperature
55 °C

Procedure

500 g of 4-chloro-3-nitrobenzoic acid and 2 L of mono methyl amine were added stirred for 10-15 minutes at 25° C. to 35° C. The reaction mixture was heated to 55° C. and maintained for 12 hours. The reaction mixture was dumped in ice-water and stirred for 15 minutes and pH was adjusted to 2 by conc. HCl. The reaction mixture was stirred for 15 minutes and filtered. The wet-cake was washed with water and dried to obtain 4-(methylamino)-3-nitrobenzoic acid of Formula (A).

Workup

  1. temperaturemaintained for 12 hours
  2. stirringstirred for 15 minutes
  3. stirringThe reaction mixture was stirred for 15 minutes
  4. filtrationfiltered
  5. washThe wet-cake was washed with water
  6. customdried

Sources & evidence

ORD record
ord-b1496d9d81b84f57bb7a171881c203b5
Source dataset
uspto-grants-2015_12
Patent number
US09212166B2

Reaction notes

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