Triethylamine → 3-Diazofuran-2,4-dione

HRID 376363

반응식

HRID 376363 반응식
[CH2:1]1[C:6](=[O:7])[O:5][CH2:4][C:2]1=[O:3].CCN(CC)CC.S([N:25]=[N+:26]=[N-])(C1C=CC(C)=CC=1)(=O)=O>C(Cl)Cl>[N+:25](=[C:1]1[C:2](=[O:3])[CH2:4][O:5][C:6]1=[O:7])=[N-:26]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13661p-Toluenesulfonyl azideHCID 521261Tetronic acid

생성물 1

HCID 154391133-Diazofuran-2,4-dione수율 29.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To tetronic acid (5.00 g, 49.9 mmol) in CH2Cl2 (250 mL) at 0° C. were added Et3N (8.3 mL, 59.6 mmol) and tosyl azide (7.37 g, 37.4 mmol). After a period of 2 h at r.t., the reaction mixture was partitioned between NH4OAc (25%) and CH2Cl2. The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The resulting mixture was purified by flash chromatography (20% to 35% EtOAc in Hexane) to provide 1.4 g of the title compound as a white solid.

후처리

  1. customthe reaction mixture was partitioned between NH4OAc (25%) and CH2Cl2
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe resulting mixture was purified by flash chromatography (20% to 35% EtOAc in Hexane)

출처 및 근거

ORD 기록
ord-b34aeb6722524166af72517b78903c46
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020343

연결된 노트

불러오는 중…