Sodium Azide → HCID 178426257、化合物

HRID 1112529ノート

反応式

HRID 1112529 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[C:9]([C:11](=[CH:17][NH:18][C:19]1[C:24]([CH3:25])=[CH:23][CH:22]=[CH:21][N:20]=1)[C:12](OCC)=[O:13])#[N:10]>O1CCCC1>[CH3:25][C:24]1[C:19]2=[N:18][CH:17]=[C:11]([C:9]3[NH:10][N:7]=[N:6][N:5]=3)[C:12](=[O:13])[N:20]2[CH:21]=[CH:22][CH:23]=1

参加物

5

反応物 3

HCID 33557Sodium AzideHCID 3673519HCID 3673519、化合物HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 178426257HCID 178426257、化合物収率 50.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Aluminum chloride (3.51 g., 0.0263 mole) was added to cold (-30°) tetrahydrofuran (180 ml.). Sodium azide (5.12 g., 0.0788 mole) was added and the mixture heated under reflux for 30 minutes. The mixture was cooled to 5°. Ethyl 2-cyano-3-(3-methyl-2-pyridylamino)acrylate (5.0 g., 0.0216 mole) was added and the mixture heated under reflux for 18 hours. The tetrahydrofuran was removed under reduced pressure. The residue was treated with ice water (100 ml.) and acidified to pH 3 with 6N hydrochloric acid. The mixture was filtered and the collected solid recrystallized from N,N-dimethylformamide to give the title compound (2.5 g., 50.7%), m.p. 310°-311° (decomp).

後処理

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureThe mixture was cooled to 5°
  4. temperaturethe mixture heated
  5. temperatureunder reflux for 18 hours
  6. customThe tetrahydrofuran was removed under reduced pressure
  7. additionThe residue was treated with ice water (100 ml.)
  8. filtrationThe mixture was filtered
  9. customthe collected solid recrystallized from N,N-dimethylformamide

出典と根拠

ORDレコード
ord-dafe21e0e1504e22a940172d35ad4154
出典データセット
uspto-grants-1978_10
特許番号
US04122274

反応ノート

読み込み中…