Sodium Azide → HCID 178426257, 화합물

HRID 1112529노트

반응식

HRID 1112529 반응식
[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

참가 물질

5

반응물 3

HCID 33557Sodium AzideHCID 3673519HCID 3673519, 화합물HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 178426257HCID 178426257, 화합물수율 50.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dafe21e0e1504e22a940172d35ad4154
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04122274

반응 노트

불러오는 중…