Dimethylformamide → 1-(2-Methyl-3-methylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

HRID 628502노트

반응식

HRID 628502 반응식
[CH3:1][C:2]1[C:7]([S:8][Si](C(C)C)(C(C)C)C(C)C)=[CH:6][CH:5]=[CH:4][C:3]=1[N:19]1[C:23](=[O:24])[N:22]([CH3:25])[N:21]=[N:20]1.[F-].[Cs+].[CH3:28]N(C)C=O.CI>O>[CH3:1][C:2]1[C:7]([S:8][CH3:28])=[CH:6][CH:5]=[CH:4][C:3]=1[N:19]1[C:23](=[O:24])[N:22]([CH3:25])[N:21]=[N:20]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 25953Cesium fluorideHCID 898812171-(2-Methyl-3-triisopropylsilanylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

생성물 1

HCID 898759531-(2-Methyl-3-methylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-(2-methyl-3-triisopropylsilanylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one 3.63 g, cesium fluoride 2.91 g and N,N-dimethylformamide 10 ml was stirred at room temperature for thirty minutes. To the resulting mixture was added methyl iodide 2.72 g and the resulting mixture was stirred at room temperature for three hours. To the reaction mixture was added water and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 1-(2-methyl-3-methylthiophenyl)-4-methyl-1,4-dihydrotetrazole-5-one 1.65 g.

후처리

  1. stirringthe resulting mixture was stirred at room temperature for three hours
  2. extractionthe resulting mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated saline
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationwas then concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-70463f43b9f247f69a49adc5096719a5
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314023B2

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