Dimethylformamide → 1-(2-Methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazol-5-one

HRID 1048613

반응식

HRID 1048613 반응식
[CH3:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13](=[O:14])[NH:12][N:11]=[N:10]1.[CH3:15]N(C)C=O.[H-].[Na+].CI>O>[CH3:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[C:13](=[O:14])[N:12]([CH3:15])[N:11]=[N:10]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1366461851-(2-Methyl-3-chlorophenyl)-1,4-dihydrotetrazol-5-one

생성물 1

HCID 898753421-(2-Methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazol-5-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of the above-mentioned 1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one 10.00 g and N,N-dimethylformamide 100 mL was added 55% sodium hydride 2.30 g under ice-cooling. The mixtures were raised to room temperature and were stirred for one hour. To the reaction mixtures was added methyl iodide 3.2 mL under ice-cooling. The mixtures were raised to room temperature and were stirred for fourteen hours. To the reaction mixtures was added water and the mixtures were extracted with ethyl acetate. The organic layers were washed with 10% hydrochloric acid, water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure. The resulting residues were subjected to a silica gel column chromatography to give 1-(2-methyl-3-chlorophenyl)-4-methyl-1,4-dihydrotetrazole-5-one (hereinafter, referred to as “Intermediate (PRC-P)”) 1.56 g.

후처리

  1. temperaturecooling
  2. customTo the reaction mixtures
  3. temperaturecooling
  4. temperatureThe mixtures were raised to room temperature
  5. stirringwere stirred for fourteen hours
  6. customTo the reaction mixtures
  7. extractionthe mixtures were extracted with ethyl acetate
  8. washThe organic layers were washed with 10% hydrochloric acid, water and saturated saline
  9. dry with materialwere dried over anhydrous magnesium sulfate
  10. concentrationwere then concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-403e7a438de74a10aec040243e727c0b
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09380782B2

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