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

HRID 330447

反応式

HRID 330447 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 142539422-Isothiocyanato-4,6-dimethoxypyrimidine収率 43.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-af1813f5d4054331afb5433f76507d3a
出典データセット
uspto-grants-1990_01
特許番号
US04897105

関連ノート

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