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Hydrazine hydrate (1:1) → alpha-[2-Chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide

HRID 1198902
ノート
印刷プレビュー

反応式

HRID 1198902 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][C:14](=[O:34])[CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23](=O)[CH:24]([NH:26][C:27]([O:29]CC)=O)[CH3:25])=[CH:19][C:18]=2[Cl:33])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].O.[NH2:36][NH2:37]>C(O)CCC>[Cl:33][C:18]1[CH:19]=[C:20]([C:23]2[CH:24]([CH3:25])[NH:26][C:27](=[O:29])[NH:36][N:37]=2)[CH:21]=[CH:22][C:17]=1[O:16][CH2:15][C:14]([NH:13][CH2:12][CH2:11][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:34]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 14370692N-[2-(3,4-Dimethoxyphenyl)ethyl]-alpha-{2-chloro-4-[2-(ethoxycarbonylamino)propionyl]phenoxy}acetamide

生成物 1

HCID 14370693alpha-[2-Chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide収率 21.5%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒2 回

実験手順

A mixture of 556 mg of N-[2-(3,4-dimethoxyphenyl)-ethyl]-α-{2-chloro-4-[2-(ethoxycarbonylamino)propionyl]phenoxy}acetamide [prepared as described in step (c) above] and 723 mg of hydrazine hydrate in 7 ml of butanol was heated under reflux for 67 hours. At the end of this time, the mixture was cooled, and the butanol used as the solvent was removed by evaporation under reduced pressure. The residue was purified by column chromatography through silica gel eluted with a 10:1 by volume mixture of chloroform and methanol, to give 112 mg of the title compound as a white powder melting at 167°-169° C. (with decomposition).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 67 hours
  3. temperatureAt the end of this time, the mixture was cooled
  4. customwas removed by evaporation under reduced pressure
  5. customThe residue was purified by column chromatography through silica gel
  6. washeluted with a 10:1 by volume mixture of chloroform and methanol

出典と根拠

ORDレコード
ord-1f53aa30cbd04b579494b97b450a5dea
出典データセット
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04898862

反応ノート

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