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

HRID 1048617

反応式

HRID 1048617 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[Cl: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.O1CCCC1>[CH3:19][C:11]1[C:10]([Cl:9])=[CH:15][CH:14]=[CH:13][C:12]=1[N:16]1[C:17](=[O:18])[NH:7][N:6]=[N:5]1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 27357701-Chloro-3-isocyanato-2-methylbenzeneHCID 6451240Aluminum(III) ChlorideHCID 23668193Sodium Nitrite

生成物 1

HCID 1366461851-(2-Methyl-3-chlorophenyl)-1,4-dihydrotetrazol-5-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of aluminium chloride 4.71 g, sodium azide 6.89 g and tetrahydrofuran 100 mL was stirred with heating under reflux for one hour. After the reaction mixtures were cooled under ice-cooling, thereto were added a mixture of the above-mentioned 1-chloro-3-isocyanato-2-methylbenzene and tetrahydrofuran 10 mL and the resulting mixtures were stirred with heating under reflux for five hours. After cooling the mixtures, to a mixture of sodium nitrite 10.59 g and water 300 mL was added the reaction mixtures with stirring. The mixtures were acidified with concentrated hydrochloric acid and were extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and were then concentrated under reduced pressure to give 1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one.

後処理

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

出典と根拠

ORDレコード
ord-32741cd822db46f59cef1825a0d38c2f
出典データセット
uspto-grants-2016_07
特許番号
US09380782B2

関連ノート

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