2H-Purine-2-thione, 6-amino-3,7-dihydro- → HCID 178420864, 화합물

HRID 1597302노트

반응식

HRID 1597302 반응식
[NH:1]1[C:10](N)=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[N:4][C:2]1=S>C(O)CC.[Ni]>[N:1]1[CH:10]=[C:9]2[C:5](=[N:6][CH:7]=[N:8]2)[NH:4][CH:2]=1

참가 물질

4

반응물 1

HCID 15020112H-Purine-2-thione, 6-amino-3,7-dihydro-

생성물 1

HCID 178420864HCID 178420864, 화합물수율 59%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 10311-Propanol용매

실험 절차

4.39 g (I1 mmoles) of thioisoguanine and 7.10 g (121 mmoles) of neutral Raney-nickel are refluxed in 50 ml of 1-propanol for 4.5 hours. The nickel was filtered off and the filtrate evaporated to dryness. The residue (3.79 g/93.8%) was dissolved in 20 ml of chloroform and 0.4 ml methanol and filtered through 24 g of silicagel in a column also with 2% methanol. The combined fractions were washed with 1N NaOH and the organic phase evaporated to dryness. The residue (2.69 g/66.6%) was dissolved in 30 ml of dichloromethane and 0.6 ml methanol and again filtered through 30 g of silicagel. A total of 1.86 g (46.0%) of 3H-purine was isolated, which was dissolved in 20 ml of methanol, treated with 5.4 ml of 1N methanolic HCl, and evaporated in vacuo to dryness. Crystallization and recrystallization from dichloromethane and ethyl acetate gave 1.75 g (39.4%) of 3H-purine hydrochloride with mp 170-85° C.

후처리

  1. filtrationThe nickel was filtered off
  2. customthe filtrate evaporated to dryness
  3. dissolutionThe residue (3.79 g/93.8%) was dissolved in 20 ml of chloroform
  4. filtration0.4 ml methanol and filtered through 24 g of silicagel in a column also with 2% methanol
  5. washThe combined fractions were washed with 1N NaOH
  6. customthe organic phase evaporated to dryness
  7. dissolutionThe residue (2.69 g/66.6%) was dissolved in 30 ml of dichloromethane
  8. filtration0.6 ml methanol and again filtered through 30 g of silicagel

출처 및 근거

ORD 기록
ord-56ba332e63f44c7ab81cba775c8f9a2d
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294541B1

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