Ammonia → alpha-Amino(4-chlorophenyl)acetamide hydrobromide

HRID 1583966Notes

Reaction equation

HRID 1583966 reaction equation
[Br:1][CH:2]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[C:3](OCC)=[O:4].[OH-].[NH4+:16].[NH3:17]>C(O)C>[BrH:1].[NH2:16][CH:2]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[C:3]([NH2:17])=[O:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 14923Ammonium HydroxideHCID 228840Ethyl 2-bromo-2-(4-chlorophenyl)acetate

Product 1

HCID 13481123alpha-Amino(4-chlorophenyl)acetamide hydrobromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

By the method of T. Naito, et al., Chem. Pharm. Bull. 16, 544 (1968), incorporated herein by reference, 50.0 g (0.18 mole) of ethyl alpha-bromo-(4-chlorophenyl)acetate, 110 ml of concentrated ammonium hydroxide solution, and ammonia gas in 125 ml of ethanol were reacted to produce 20.0 g of alpha-amino(4-chlorophenyl)acetamide hydrobromide (m.p. 273°-280° C. dec.).

Sources & evidence

ORD record
ord-324fe712606444d6a98b1b2e7433371b
Source dataset
uspto-grants-1985_11
Patent number
US04555521

Reaction notes

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