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

HRID 1048636ノート

反応式

HRID 1048636 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[F:9][C:10]([F:22])([F:21])[C:11]1[C:12]([CH3:20])=[C:13]([CH:17]=[CH:18][CH:19]=1)C(Cl)=O.[N:23]([O-])=O.[Na+].Cl.[O:28]1[CH2:32]CCC1>O>[CH3:20][C:12]1[C:11]([C:10]([F:9])([F:21])[F:22])=[CH:19][CH:18]=[CH:17][C:13]=1[N:5]1[C:32](=[O:28])[NH:23][N:7]=[N:6]1

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2 回HCID 33557Sodium AzideHCID 27756022-Methyl-3-(trifluoromethyl)benzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 23668193Sodium Nitrite

生成物 1

HCID 1366461921-(2-Methyl-3-trifluoromethylphenyl)-1,4-dihydrotetrazol-5-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of aluminium chloride 6.53 g, sodium azide 9.55 g and tetrahydrofuran 100 mL was stirred with heating under reflux for two hours. The reaction mixtures were cooled under ice-cooling and thereto were added 3-trifluoromethyl-2-methylbenzoic acid chloride and tetrahydrofuran 100 mL and the mixtures were stirred with heating under reflux for ten hours. After cooling the mixtures, to a mixture of sodium nitrite 14.7 g and water 200 mL was added the reaction mixtures with stirring. The mixtures were acidified with concentrated hydrochloric acid and were then extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and the resulting mixtures were then concentrated under reduced pressure to give 1-(2-methyl-3-trifluoromethylphenyl)-1,4-dihydrotetrazole-5-one.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for two hours
  3. customThe reaction mixtures
  4. temperaturewere cooled under ice-
  5. temperaturecooling
  6. stirringthe mixtures were stirred
  7. temperaturewith heating
  8. temperatureunder reflux for ten hours
  9. temperatureAfter cooling the mixtures
  10. additionwas added
  11. customthe reaction mixtures
  12. stirringwith stirring
  13. extractionwere then extracted with ethyl acetate
  14. dry with materialThe organic layers were dried over anhydrous sodium sulfate
  15. concentrationthe resulting mixtures were then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-04cc77e911c94524a5c18835bcbd7b65
出典データセット
uspto-grants-2016_07
特許番号
US09380782B2

反応ノート

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