Chlorobenzene → 1-(2-Bromomethyl-3-methylthiophenyl)-4-methyl-1,4-dihydrotetrazol-5-one

HRID 628500ノート

反応式

HRID 628500 の反応式
[CH3:1][C:2]1[C:7]([S:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[N:10]1[C:14](=[O:15])[N:13]([CH3:16])[N:12]=[N:11]1.N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1.[Br:35]N1C(=O)CCC1=O.ClC1C=CC=CC=1>O>[Br:35][CH2:1][C:2]1[C:7]([S:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[N:10]1[C:14](=[O:15])[N:13]([CH3:16])[N:12]=[N:11]1

参加物

6

反応物 4

HCID 7964ChlorobenzeneHCID 67184N-bromobutanimideHCID 749781,1'-Azobis(cyclohexanecarbonitrile)HCID 898759531-(2-Methyl-3-methylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

生成物 1

HCID 898762341-(2-Bromomethyl-3-methylthiophenyl)-4-methyl-1,4-dihydrotetrazol-5-one収率 20%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 1-(2-methyl-3-methylsulfanylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one (described in Reference Preparation example 15) 1.50 g, 1,1′-azobis(cyclohexane-1-carbonitrile) 0.620 g, N-bromosuccinimide 1.30 g and chlorobenzene 15 ml was stirred with heating under reflux for four hours. After cooling the mixture, to the reaction solutions 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-bromomethyl-3-methylthiophenyl)-4-methyl-1,4-dihydrotetrazole-5-one 0.400 g.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for four hours
  3. temperatureAfter cooling the mixture
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with water and saturated saline
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. concentrationwas then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-60beef1e4db14a8d91f2690ffa31a23a
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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