Potassium Cyanide → 2-(4-Chlorophenyl)-4,5,6,7-tetrahydro-2h-indazol-3-amine

HRID 1439346노트

반응식

HRID 1439346 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[C:10]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][C:13]1=O)#[N:11].ClC1CCCCC1=O.[C-]#N.[K+]>C(O)(=O)C.C1(C)C=CC=CC=1.C(N(CC)CC)C>[NH2:11][C:10]1[N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=[C:13]2[C:12]=1[CH2:17][CH2:16][CH2:15][CH2:14]2

참가 물질

8

반응물 4

HCID 9032Potassium CyanideHCID 132032-ChlorocyclohexanoneHCID 70624(4-Chlorophenyl)hydrazineHCID 2202972-Oxocyclohexanecarbonitrile

생성물 1

HCID 203121732-(4-Chlorophenyl)-4,5,6,7-tetrahydro-2h-indazol-3-amine

시약·촉매·용매 3

HCID 176Acetic Acid촉매HCID 1140Toluene용매HCID 8471Triethylamine용매

실험 절차

A mixture of 3.6 parts of 4-chlorophenylhydrazine and 2.0 parts of triethylamine in 20.0 parts of toluene was stirred at room temperature for fifteen minutes. To the mixture was added 2.5 parts of 2-cyanocyclohexanone, prepared from commercial 2-chlorocyclohexanone and potassium cyanide [von R. E. Meyer, Helv. Chim. Acta., 16, 1291 (1933)], and a few drops of acetic acid. After refluxing for two hours, followed by stirring at room temperature overnight, the reaction mixture was evaporated to remove toluene and was treated with water, extracted with diethyl ether, dried over anhydrous magnesium sulfate and concentrated. Recrystallization from ethanol/water gave 2.6 parts of the compound, m.p. 140°-142°.

후처리

  1. temperatureAfter refluxing for two hours
  2. stirringby stirring at room temperature overnight
  3. customthe reaction mixture was evaporated
  4. customto remove toluene
  5. additionwas treated with water
  6. extractionextracted with diethyl ether
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customRecrystallization from ethanol/water
  10. customgave 2.6 parts of the compound, m.p. 140°-142°

출처 및 근거

ORD 기록
ord-37a261251e604ed5adada10d7346342c
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04059434

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