Methyl iodide → 5-Methyl-4,5-dihydrotetrazolo[1,5-a]quinoxaline

HRID 1576014노트

반응식

HRID 1576014 반응식
[N:1]1[N:5]2[C:6]3[C:11]([NH:12][CH2:13][C:4]2=[N:3][N:2]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[CH3:14]I.[H-].[Na+]>C(COC)OC>[CH3:14][N:12]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]2[N:1]=[N:2][N:3]=[C:4]2[CH2:13]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 215140494,5-Dihydrotetrazolo[1,5-a]quinoxaline

생성물 1

HCID 215140505-Methyl-4,5-dihydrotetrazolo[1,5-a]quinoxaline

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A solution of 1 g. of 4,5-dihydrotetrazolo[1,5-a]quinoxaline and 2 g. of methyl iodide in 50 ml. of dimethoxyethane was stirred with 1.5 g. of sodium hydride, as a 50 percent suspension in mineral oil, overnight at room temperature. The reaction mixture was then filtered and evaporated under vacuum. The residue was dissolved in ethyl acetate and extracted twice with water. The brown residue which resulted on evaporation of the dried organic layer was washed with cyclohexane, leaving 0.87 g. of crude product. Two recrystallizations from ethanol produced pure 4,5-dihydro-5-methyltetrazolo[1,5-a]quinoxaline, m.p. 107°-10°C., which was identified by NMR analysis and elemental micro-analysis with the following results.

후처리

  1. customin mineral oil, overnight
  2. customat room temperature
  3. filtrationThe reaction mixture was then filtered
  4. customevaporated under vacuum
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. extractionextracted twice with water
  7. customThe brown residue which resulted on evaporation of the dried organic layer
  8. washwas washed with cyclohexane
  9. customleaving 0.87 g
  10. customTwo recrystallizations from ethanol produced pure 4,5-dihydro-5-methyltetrazolo[1,5-a]quinoxaline, m.p. 107°-10°C., which

출처 및 근거

ORD 기록
ord-f2b7f37b6fa34332a823c68342da3da8
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979387

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