Stannous chloride dihydrate → 2-Chloro-N4-methylpyrimidine-4,5-diamine

HRID 29821

반응식

HRID 29821 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([N+:10]([O-])=O)=[CH:4][N:3]=1.O.O.[Sn](Cl)Cl>C(O)C>[NH2:10][C:5]1[C:6]([NH:8][CH3:9])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 71472322-chloro-N-methyl-5-nitropyrimidin-4-amine

생성물 1

HCID 71471722-Chloro-N4-methylpyrimidine-4,5-diamine수율 54%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-chloro-4-(methylamino)-5-nitropyrimidine (3.76 g, 20 mmol, synthesized from the above procedure), tin(II) chloride dihydrate (18.0 g, 80 mmol) in ethanol (200 mL) is heated at 80° C. After heating for 2 hours, the reaction mixture is cooled to room temperature and concentrated. Ethyl acetate and celite is added to the residue and the mixture is basified with saturated sodium carbonate solution to a pH of 9-10. The mixture is filtered through a pad of celite and washed with ethyl acetate. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated. Further purification by column chromatography (silica gel, eluting with ethyl acetate) affords the title compound (1.72 g, 54%).

후처리

  1. temperatureAfter heating for 2 hours
  2. temperaturethe reaction mixture is cooled to room temperature
  3. concentrationconcentrated
  4. additionEthyl acetate and celite is added to the residue
  5. filtrationThe mixture is filtered through a pad of celite
  6. washwashed with ethyl acetate
  7. washThe combined organic extracts are washed with brine
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customFurther purification
  12. washby column chromatography (silica gel, eluting with ethyl acetate)

출처 및 근거

ORD 기록
ord-9d9fd8b0ebb24ca9a0c76a0493c4dc2d
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423038B2

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