4-Chloro-6-hydrazinyl-2-(methylsulfanyl)pyrimidine → 2,6-Bis(methylthio)-6-hydrazinylpyrimidine

HRID 370721

반응식

HRID 370721 반응식
Cl[C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH:10][NH2:11])[CH:3]=1.[CH3:12][S-:13].[Na+]>CO>[CH3:9][S:8][C:6]1[NH:5][C:4]([S:13][CH3:12])([NH:10][NH2:11])[CH:3]=[CH:2][N:7]=1

참가 물질

4

반응물 2

HCID 14845464-Chloro-6-hydrazinyl-2-(methylsulfanyl)pyrimidineHCID 4378561Sodium methanethiolate

생성물 1

HCID 1785034562,6-Bis(methylthio)-6-hydrazinylpyrimidine수율 65.1%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
20 °C

실험 절차

A mixture of the known compound 6-chloro-4-hydrazinyl-2-methylthiopyrimidine (15 g, 0.079 mole) and 21 g (0.1 mole) of sodium methyl mercaptide in 250 ml of methanol was heated at reflux for about 16 hours, and was then allowed to cool to about 20° C. The solid precipitate was separated by filtration, washed with methanol and water and dried. The filtrate was evaporated to provide a solid residue. This residue was then washed thoroughly with water and combined with the precipitate. The solids were dissolved in 500 ml of acetic acid, and the solution was treated with decolorizing charcoal, and filtered. The filtrate was cooled and treated with ammonium hydroxide until it was slightly basic. The precipitate was collected by filtration, providing 10.5 g (65%) of 2,6-bis(methylthio)-6-hydrazinylpyrimidine, m.p. 120°-125° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for about 16 hours
  3. customThe solid precipitate was separated by filtration
  4. washwashed with methanol and water
  5. customdried
  6. customThe filtrate was evaporated
  7. customto provide a solid residue
  8. washThis residue was then washed thoroughly with water
  9. dissolutionThe solids were dissolved in 500 ml of acetic acid
  10. additionthe solution was treated with decolorizing charcoal
  11. filtrationfiltered
  12. temperatureThe filtrate was cooled
  13. additiontreated with ammonium hydroxide until it
  14. filtrationThe precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-f8f6c6431a4447a690ace35440116344
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04528288

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