Methyl 4-aminobutanoate → methyl N-[N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-4-aminobutyrate

HRID 1413584Notes

Reaction equation

HRID 1413584 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=O)[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.[NH2:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30]>>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]([CH2:17][CH2:18][CH2:19][C:20]([NH:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])=[O:22])[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

Participants

3

Reactant 2

HCID 18614Methyl 4-aminobutanoateHCID 35383Butyric acid, 4-(p-chloro-N-2,6-xylylbenzamido)-

Product 1

HCID 20292236methyl N-[N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-4-aminobutyrate

Procedure

Analogously to Example 1, by using equivalent quantities, reacting N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyric acid and methyl 4-aminobutyrate and suitable processing produces methyl N-[N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-4-aminobutyrate (oil), saponification of which and processing of the reaction product yields N-[N-(p-chlorobenzoyl)-4-(2,6-dimethylanilino)butyryl]-4-aminobutyric acid (M.P. 141° to 142°).

Sources & evidence

ORD record
ord-c1138042fccb4ea1ab13d01323c9696e
Source dataset
uspto-grants-1981_02
Patent number
US04250183

Reaction notes

Loading…