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

HRID 1576014ノート

反応式

HRID 1576014 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f2b7f37b6fa34332a823c68342da3da8
出典データセット
uspto-grants-1976_09
特許番号
US03979387

反応ノート

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