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

HRID 1399435

反応式

HRID 1399435 の反応式
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].C([O-])([O-])=O.[Na+].[Na+].[N+:12]([C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[C:16]=1[C:17](O)=[O:18])([O-:14])=[O:13]>[N+](C1C=CC=C([N+]([O-])=O)C=1C(Cl)=O)([O-])=O>[N+:12]([C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[C:16]=1[C:17]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[O:18])([O-:14])=[O:13]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 222422992,6-Dinitrobenzoyl chloride溶媒

実験手順

The reaction of 2,6-dinitrobenzoyl chloride (prepared from 2,6-dinitrobenzoic acid, 1.2 g and SOCl2, 20 mL) with glycine (530 mg, 7.075 mmol) in the presence of Na2CO3 (749 mg, 7.075 mmol) as described in intermediate 2 gave the title compound as an off-white color solid (1.2 g, 80%), mp 210-212° C. 1H NMR (400 MHz, DMSO-d6): δ 12.76 (1H, s), 9.22 (1H, t, J=5.0 Hz), 8.45 (2H, d, J=8.4 Hz), 7.93 (1H, t, J=8.4 Hz), 3.98 (2H, d, J=5.2 Hz); LC-MS (negative ion mode): m/z 268 (M−H)−.

出典と根拠

ORDレコード
ord-8398ede173a8449e9b5da91da195f809
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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