Ethanol → HCID 54230349、化合物

HRID 1085955ノート

反応式

HRID 1085955 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([CH2:9][CH2:10][CH2:11][CH3:12])=O)=[CH:3][CH:2]=1.[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[NH:14][NH2:15].C(O)C>C1(C)C=CC(S(O)(=O)=O)=CC=1.CO.C(Cl)Cl>[N:1]1[CH:6]=[CH:5][C:4]([C:7](=[N:15][NH:14][C:13]([O:17][CH2:18][CH3:19])=[O:16])[CH2:9][CH2:10][CH2:11][CH3:12])=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 702EthanolHCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 743441-Pentanone, 1-(4-pyridyl)-

生成物 1

HCID 54230349HCID 54230349、化合物収率 54%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 21226129Dichloromethane methanol溶媒

実験手順

A mixture of 8.3 gm (0.055 mole) of n-butyl 4-pyridyl ketone, 6.1 gm (0.059 mole) of ethyl carbazate and 150 ml of absolute ethanol is refluxed 17 hr. A Tlc (3% MeOH/CH2Cl2 on Silica gel) shows 50% starting material remaining. p-Toluenesulfonic acid (0.3 gm) is added and the reaction mixture refluxed 17 hr more. Tlc shows no remaining starting materials. The reaction is concentrated in vacuo. The residue is slurried with water and the solid collected, washed with water and dried. Crystallization yields 7.41 gm of the title compound having a melting point of 102.1° C.

後処理

  1. temperatureis refluxed 17 hr
  2. temperaturethe reaction mixture refluxed 17 hr more
  3. concentrationThe reaction is concentrated in vacuo
  4. customthe solid collected
  5. washwashed with water
  6. customdried
  7. customCrystallization

出典と根拠

ORDレコード
ord-b80ab66bd86d4683a0b09c6ac972c5de
出典データセット
uspto-grants-1991_04
特許番号
US05011932

反応ノート

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