Hydrochloric Acid → 1-(2-Methyl-3-bromophenyl)-1,4-dihydrotetrazol-5-one

HRID 628496노트

반응식

HRID 628496 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[Br:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]=[C:17]=[O:18])[C:11]=1[CH3:19].N([O-])=O.[Na+].Cl>O.CN(C)C=O>[CH3:19][C:11]1[C:10]([Br:9])=[CH:15][CH:14]=[CH:13][C:12]=1[N:16]1[C:17](=[O:18])[NH:7][N:6]=[N:5]1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 6451240Aluminum(III) ChlorideHCID 23668193Sodium NitriteHCID 655423311-Bromo-3-isocyanato-2-methyl-benzene

생성물 1

HCID 1366461861-(2-Methyl-3-bromophenyl)-1,4-dihydrotetrazol-5-one수율 86.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Anhydrous aluminium chloride 19.7 g was added to N,N-dimethylformamide 220 ml under ice-cooling, and the resulting mixture was stirred for fifteen minutes. Thereto was added sodium azide 9.6 g and the resulting mixture was stirred for fifteen minutes. Thereto was then added 1-bromo-3-isocyanato-2-methylbenzene 30.3 g and the resulting mixture was heated at 80° C. for five hours. After cooling, the reaction solutions was added to a mixture of sodium nitrite 33 g, water 2 L and ice 500 g with stirring. The reaction mixture was acidified with 10% hydrochloric acid and was extracted with ethyl acetate. The organic layer was washed with water and saturated saline and then was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure to give 1-(2-methyl-3-bromophenyl)-1,4-dihydrotetrazole-5-one 31.4 g.

후처리

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred for fifteen minutes
  3. temperatureAfter cooling
  4. stirringwith stirring
  5. extractionwas extracted with ethyl acetate
  6. washThe organic layer was washed with water and saturated saline
  7. dry with materialwas dried over anhydrous magnesium sulfate
  8. concentrationwas then concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b5566965523a41acb92f145503a67035
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314023B2

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