Glycine → Acetic acid, 2-((2-chlorobenzoyl)amino)-

HRID 44430노트

반응식

HRID 44430 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:11][CH2:12][C:13]([OH:15])=[O:14]>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:11][CH2:12][C:13]([OH:15])=[O:14])=[O:5]

참가 물질

3

반응물 2

HCID 750GlycineHCID 691102-Chlorobenzoyl chloride

생성물 1

HCID 177756Acetic acid, 2-((2-chlorobenzoyl)amino)-

실험 절차

Commercially available 2-chlorobenzoyl chloride was treated with glycine to give 2-(2-chlorobenzamido)acetic acid 21 in good yield. Then, 21 was reacted with acetic anhydride and benzaldehyde, in the presence of sodium acetate, to lead to the corresponding oxazolone in excellent yield. The resulting (4Z)-4-benzylidene-2-(2-chlorophenyl)oxazol-5(4H)-one 22 was converted via a Friedel-Crafts reaction to 1-(2-chlorophenyl)isoquinoline-3-carboxylic acid 23 in moderate yield2. Finally, the dimeric compounds 24 were easily obtained in good yields by transformation of the acid into acylchloride and further reactions with diamines.

출처 및 근거

ORD 기록
ord-0265f1affbb64facaf2cf661fd11d395
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541428B2

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