Phenyl thioxochloroformate → 2-Isothiocyanato-4,6-dimethoxypyrimidine

HRID 330447

반응식

HRID 330447 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][Si](C)(C)C)[N:4]=1.C1C=CC(O[C:23](Cl)=[S:24])=CC=1>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([N:11]=[C:23]=[S:24])[N:4]=1

참가 물질

4

반응물 2

HCID 70498Phenyl thioxochloroformateHCID 198683124,6-Dimethoxy-N-(trimethylsilyl)pyrimidin-2-amine

생성물 1

HCID 142539422-Isothiocyanato-4,6-dimethoxypyrimidine수율 43.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 45.0 g of 4,6-dimethoxy-2-trimethylsilylaminopyrimidine and 35.0 g of phenyl chlorothionocarbonate in 300 ml of acetonitrile is refluxed for 10 hours. The reaction solution is concentrated under reduced pressure to remove acetonitrile. Toluene (300 ml) is added to the residue and filtered to remove insoluble substance. The filtrate is concentrated under reduced pressure and purified by silica gel column-chromatography (eluent: ethyl acetate:hexane =1:1). 4,6-Dimethoxy-2-isothiocyanatopyrimidine (17.0 g) is obtained from the first eluate. mp 85°~86° C.

후처리

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. customto remove acetonitrile
  3. additionToluene (300 ml) is added to the residue
  4. filtrationfiltered
  5. customto remove insoluble substance
  6. concentrationThe filtrate is concentrated under reduced pressure
  7. custompurified by silica gel column-chromatography (eluent: ethyl acetate:hexane =1:1)

출처 및 근거

ORD 기록
ord-af1813f5d4054331afb5433f76507d3a
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04897105

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