Crotononitrile → Evandamine

HRID 745758노트

반응식

HRID 745758 반응식
Cl.[NH:2]([C:4]1[S:5][C:6]2[CH2:12][CH2:11][CH2:10][CH2:9][C:7]=2[N:8]=1)[NH2:3].CC[O-].[Na+].[Na].[C:18](#[N:22])/[CH:19]=[CH:20]/[CH3:21]>O.C(O)C>[NH2:22][C:18]1[CH2:19][CH:20]([CH3:21])[N:2]([C:4]2[S:5][C:6]3[CH2:12][CH2:11][CH2:10][CH2:9][C:7]=3[N:8]=2)[N:3]=1

참가 물질

7

반응물 4

HCID 637921CrotononitrileHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 23312423HCID 23312423, 화합물

생성물 1

HCID 3038554Evandamine수율 60.9%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

20 g of 2-hydrazino-4,5,6,7-tetrahyro-benzothiazole hydrochloride are added to a sodium ethylate solution of 5.7 g of sodium and 250 ml of ethanol and the mixture is stirred at room temperature for 10 minutes. 5.5 g of crotononitrile are then added dropwise and the mixture is boiled under reflux for 5 hours. After cooling, the ethanol is stripped off in vacuo and the residue is taken up in water. The insoluble material is filtered off and washed thoroughly with water, acetone and ether in succession. After drying, 11.8 g of beige crystals of 3-amino-5-methyl-1-(4,5,6,7-tetrahydro-benzothiazolyl)-2-pyrazoline of melting point 247°-249° C. are obtained.

후처리

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling
  3. filtrationThe insoluble material is filtered off
  4. washwashed thoroughly with water, acetone and ether in succession
  5. customAfter drying

출처 및 근거

ORD 기록
ord-49c689f31b734893be0dda0216d25fa6
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04600722

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