Ammonium Hydroxide → 2-Bromo-5-methoxybenzamide

HRID 440557Notes

Reaction equation

HRID 440557 reaction equation
[OH-].[NH4+:2].[Br:3][C:4]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:5]=1[C:6](Cl)=[O:7]>C(Cl)Cl>[Br:3][C:4]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:5]=1[C:6]([NH2:2])=[O:7]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27816562-Bromo-5-methoxybenzoyl chloride

Product 1

HCID 27287052-Bromo-5-methoxybenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 30% ammonium hydroxide solution (56 mL) is added dropwise to a solution of 2-bromo-5-methoxybenzoyl chloride in methylene chloride at 0° C. After the addition is complete, the reaction mixture is filtered to obtain a solid which is air-dried and recrystallized from a methanol/water solution to give the title product as a white solid, mp 158°-159° C.

Workup

  1. additionAfter the addition
  2. filtrationthe reaction mixture is filtered
  3. customto obtain a solid which
  4. customis air-dried
  5. customrecrystallized from a methanol/water solution

Sources & evidence

ORD record
ord-7be662e063964641b3ca4c91766d5535
Source dataset
uspto-grants-1996_05
Patent number
US05519133

Reaction notes

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