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Hydrochloric Acid → 2-Amino-5H-s-triazolo[5,1-a]isoindole

HRID 436193
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HRID 436193 반응식
Cl.[N:2]#[C:3][NH2:4].[NH2:5][C:6]([NH2:8])=N.[H-].[Na+].[C:11]1([CH3:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[NH2:2][C:3]1[N:8]=[C:6]2[C:12]3[C:11]([CH2:17][N:5]2[N:4]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric Acid2회HCID 1140TolueneHCID 3520GuanidineHCID 9864CyanamideHCID 24758Sodium hydride

생성물 1

HCID 214553042-Amino-5H-s-triazolo[5,1-a]isoindole수율 78%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

A mixture of 26.2 g of N-aminophthalimidine hydrochloride (0.142 mole) and 6.25 g of cyanamide (0.149 mole) in 270 ml of anhydrous toluene are refluxed for two hours then, after cooling, the resulting solid precipitate is recovered by filtration. Yield, 31 g of the hydrochloride of 1-(2-phthalimidinyl)- guanidine. M.p. 269-70°C. An amount of 7.6 g (0.033 mole) of this latter compound is added to a solution of 1.5 g of 80% sodium hydride (0.05 mole) in 90 ml of ethanol and the mixture is refluxed for five hours. The solvent is distilled off in vacuo and the solid residue is taken up with water and the pH of the mixture is brought to 7 by addition of acetic acid. Extraction with dichloromethane and evaporation of the organic phase yields 4.5 g (78%) of the title product. M.p. 193-4°C (from ethanol).

후처리

  1. temperatureare refluxed for two hours
  2. temperatureafter cooling
  3. filtrationthe resulting solid precipitate is recovered by filtration
  4. customYield
  5. temperaturethe mixture is refluxed for five hours
  6. distillationThe solvent is distilled off in vacuo
  7. additionthe pH of the mixture is brought to 7 by addition of acetic acid
  8. extractionExtraction
  9. customwith dichloromethane and evaporation of the organic phase

출처 및 근거

ORD 기록
ord-eb795b68a19648d68ddfe2e39676f75f
출처 데이터셋
uspto-grants-1977_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04007276

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