Glycine → 2-(2,6-Dinitrobenzamido)acetic acid

HRID 1399424

反応式

HRID 1399424 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=1[C:6](Cl)=[O:7])([O-:3])=[O:2].[N+](C1C=CC=C([N+]([O-])=O)C=1C(O)=O)([O-])=O.[NH2:31][CH2:32][C:33]([OH:35])=[O:34].C(=O)([O-])[O-].[Na+].[Na+]>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=1[C:6]([NH:31][CH2:32][C:33]([OH:35])=[O:34])=[O:7])([O-:3])=[O:2]

参加物

5

反応物 4

HCID 750GlycineHCID 10340Sodium CarbonateHCID 119206Benzoic acid, 2,6-dinitro-HCID 222422992,6-Dinitrobenzoyl chloride

生成物 1

HCID 867131032-(2,6-Dinitrobenzamido)acetic acid

実験手順

As shown in scheme G, 2,6-dinitrobenzoyl chloride prepared from 2,6-dinitrobenzoic acid is treated with glycine in the presence of sodium carbonate to yield 2-(2,6-dinitrobenzamido)acetic acid (intermediate 10). Treatment of intermediate 10 either with K18F or K19F gave 2-(2-fluoro-6-nitrobenzamido)acetic acid, which on reduction with indium powder in the presence of either acetic acid or acetic anhydride-acetic acid gave the corresponding 2-(2-amino-6-fluorobenzamido)acetic acid (compound 8) or 2-(2-acetamido-6-fluorobenzamido)acetic acid (compound 9) respectively.

出典と根拠

ORDレコード
ord-564771caae9547caac2b68c85f8cc75d
出典データセット
uspto-grants-2014_12
特許番号
US08906344B2

関連ノート

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