Glycine ethyl ester → ethyl N-[N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetyl]glycinate

HRID 1413609Notes

Reaction equation

HRID 1413609 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([N:8]([CH2:17][C:18](O)=[O:19])[C:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:16])=[O:7])=[CH:4][CH:3]=1.[NH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]>>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([N:8]([CH2:17][C:18]([NH:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[O:19])[C:9]2[C:10]([CH3:16])=[CH:11][CH:12]=[CH:13][C:14]=2[CH3:15])=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 12176Glycine ethyl esterHCID 20292207N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetic acid

Product 1

HCID 20292235ethyl N-[N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetyl]glycinate

Procedure

Analogously to Example 1, by using equivalent quantities, reacting N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetic acid and ethyl glycinate and suitable processing produces ethyl N-[N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetyl]glycinate (M.P. 127° to 129°), saponification of which and processing of the reaction product yields N-[N-(p-chlorobenzoyl)-2-(2,6-dimethylanilino)acetyl]glycine (M.P. 200° to 201°).

Sources & evidence

ORD record
ord-4f52d250c8de4a4f931fe5318e277b79
Source dataset
uspto-grants-1981_02
Patent number
US04250183

Reaction notes

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