N-(3,5-dinitrobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester → N-(3,5-diaminobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester

HRID 488283ノート

反応式

HRID 488283 の反応式
[CH2:1]([O:3][C:4](=[O:27])[CH2:5][N:6]([C:13](=[O:26])[C:14]1[CH:19]=[C:18]([N+:20]([O-])=O)[CH:17]=[C:16]([N+:23]([O-])=O)[CH:15]=1)[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:2]>[Pd].C1COCC1>[CH2:11]([O:10][C:8](=[O:9])[CH2:7][N:6]([C:13](=[O:26])[C:14]1[CH:19]=[C:18]([NH2:20])[CH:17]=[C:16]([NH2:23])[CH:15]=1)[CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:27])[CH3:12]

参加物

4

反応物 1

HCID 19091872N-(3,5-dinitrobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester

生成物 1

HCID 19091775N-(3,5-diaminobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester収率 97.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 5.95 g of N-(3,5-dinitrobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester and 0.75 g of 10% palladium on carbon in 75 ml of THF was shaken under an initial hydrogen pressure of 54 psi in a Parr Hydrogenator until uptake ceased after 2.5 hours. The catalyst was removed by filtration and the filtrate was concentrated at reduced pressure to give 4.9 g of N-(3,5-diaminobenzoyl)-N-(2-ethoxy-2-oxoethyl)glycine ethyl ester as a yellow oil. The mass spectrum was compatible with the structure.

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated at reduced pressure

出典と根拠

ORDレコード
ord-645c599e85564a0b9a2253d3318a0b3d
出典データセット
uspto-grants-1994_03
特許番号
US05298652

反応ノート

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