Ammonium Hydroxide → 4-AMINO-3-CHLOROBENZAMIDE

HRID 2362251Notes

Reaction equation

HRID 2362251 reaction equation
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7]([Cl:12])[CH:6]=1)C.[NH4+:14].[OH-]>>[NH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:4]([NH2:14])=[O:3])=[CH:6][C:7]=1[Cl:12]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 1515285Ethyl 4-amino-3-chlorobenzoate

Product 1

HCID 121180544-AMINO-3-CHLOROBENZAMIDEYield 62.3%

Conditions

Temperature
50 °C

Procedure

A 18 ml vial was loaded with 4-Amino-3-chloro-benzoic acid ethyl ester (350 mg, 1.88 mmole) and 5 ml of 30% NH4OH. The vial was sealed and the mixture was heated at 50° C. for 3 days. The mixture was cooled down and concentrated to half. The suspension was filtered off, solid was washed with water and dried to give 200 mg product, 62.3% yield.

Workup

  1. customThe vial was sealed
  2. temperatureThe mixture was cooled down
  3. concentrationconcentrated to half
  4. filtrationThe suspension was filtered off
  5. washsolid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-0241f5429fac42d0b7486c31b729915b
Source dataset
uspto-grants-2014_04
Patent number
US08691816B2

Reaction notes

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