Ammonia → HCID 21474075, compound

HRID 2294192Notes

Reaction equation

HRID 2294192 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]([Br:15])=[CH:8][C:3]=1[C:4](OC)=[O:5].[NH3:16]>CO>[NH2:1][C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]([Br:15])=[CH:8][C:3]=1[C:4]([NH2:16])=[O:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21474098HCID 21474098, compound

Product 1

HCID 21474075HCID 21474075, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.8 g (93.8 mmol) of methyl 2-amino-5-bromo-4-nitro-benzoate were dissolved in 800 ml of methanol and saturated with ammonia at -40° C. Subsequently, the mixture was stirred at room temperature overnight. The solution was concentrated and the residue was triturated with methylene chloride. The precipitate was filtered off under suction and dried. 18.3 g (75%) of 2-amino-5-bromo-4-nitro-benzamide were obtained as orange coloured crystals;

Workup

  1. concentrationThe solution was concentrated
  2. customthe residue was triturated with methylene chloride
  3. filtrationThe precipitate was filtered off under suction
  4. customdried

Sources & evidence

ORD record
ord-9b69b947b99b4ce18f1093ce412613ad
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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