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

HRID 628502ノート

反応式

HRID 628502 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-70463f43b9f247f69a49adc5096719a5
出典データセット
uspto-grants-2016_04
特許番号
US09314023B2

反応ノート

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