Potassium Carbonate → O-2-naphthyl N-methyl-N-(6-methyl-2-pyridyl)thiocarbamate

HRID 1731289노트

반응식

HRID 1731289 반응식
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[O:26][C:27](Cl)=[S:28]>CC(C)=O>[CH3:9][N:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1)[C:27](=[S:28])[O:26][C:17]1[CH:18]=[CH:19][C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 82681O-2-Naphthyl chlorothioformateHCID 3839092N,6-dimethylpyridin-2-amine

생성물 1

HCID 13387378O-2-naphthyl N-methyl-N-(6-methyl-2-pyridyl)thiocarbamate수율 85.1%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

To a mixture of 1.22 g of 6-methyl-2-methylaminopyridine and 1.38 g of anhydrous potassium carbonate in 20 ml of acetone was added dropwise 2.23 g of 2-naphthylchlorothioformate in 20 ml of acetone under agitation at room temperature. The reaction mixture was stirred overnight at room temperature and inorganic salts were removed by filtration. After acetone was removed by distillation under a reduced pressure, the residue was purified by the column chromatography (silica gel, developed with ethyl acetate/benzene=1/9 (V/V), to obtain 2.62 g of O-2-naphthyl N-methyl-N-(6-methyl-2-pyridyl)thiocarbamate as a solid in a yield of 85%. A portion of the product was recrystallized from ethanol to give colorless crystals having a melting point of 149.5° C.-150.5° C. Elemental analysis of the crystals is given below.

후처리

  1. custominorganic salts were removed by filtration
  2. customAfter acetone was removed by distillation under a reduced pressure
  3. customthe residue was purified by the column chromatography (silica gel

출처 및 근거

ORD 기록
ord-7c37c20bfd6a4903b34100695eea24c5
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04621090

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