Hydrochloric Acid → 2-Chloro-4-(methylamino)-5-nitrobenzoic acid

HRID 1189642Notes

Reaction equation

HRID 1189642 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1[CH:12]=[C:11](F)[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].Cl>O>[Cl:3][C:4]1[CH:12]=[C:11]([NH:2][CH3:1])[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6329Methylamine2×HCID 72108282-Chloro-4-fluoro-5-nitrobenzoic Acid

Product 1

HCID 679575072-Chloro-4-(methylamino)-5-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Methylamine (40% aq solution, 8.25 mL) is added to an ice-cooled mixture of 2-chloro-4-fluoro-5-nitro-benzoic acid (7.00 g, 31 mmol) and 70 mL water. After 2 h additional 0.5 mL methylamine solution is added and it is stirred for additional 3 h. Then 200 mL of water and 47 mL 1N aq HCl are added and the resulting precipitate is filtered off, washed with water and dried.

Workup

  1. temperaturecooled
  2. filtrationthe resulting precipitate is filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8d60785c8f6441819d6d5a234b3e4897
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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