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

HRID 628500노트

반응식

HRID 628500 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-60beef1e4db14a8d91f2690ffa31a23a
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314023B2

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