Urea → 4-iodo-1H-Isoindole-1,3(2H)-dione

HRID 1351700

반응식

HRID 1351700 반응식
[I:1][C:2]1[C:10]2[C:9](=[O:11])[O:8][C:7](=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[NH2:13]C(N)=O>C1(C)C(C)=CC=CC=1>[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[NH:13][C:7]2=[O:8]

참가 물질

4

반응물 2

HCID 1176UreaHCID 2820713-Iodophthalic anhydride

생성물 1

HCID 184075124-iodo-1H-Isoindole-1,3(2H)-dione수율 60.1%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A solution of 4-iodo-2-benzofuran-1,3-dione (0.55 g, 2.01 mmol) and urea (0.24 g, 3.99 mmol) in xylene (5 mL) was heated to reflux overnight. After cooling, the solvent was removed in vacuo and the residue partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate and the combined organic layers washed with brine, dried over MgSO4 and concentrated in vacuo while loading onto silica. Dry flash column chromatography using 5–10% ethyl acetate/isohexane gave 4-iodo-1H-isoindole-1,3 (2H)-dione as a pale yellow solid (330 mg, 60%).

후처리

  1. temperatureto reflux overnight
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. customthe residue partitioned between water and ethyl acetate
  5. extractionThe aqueous phase was extracted with ethyl acetate
  6. washthe combined organic layers washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo
  9. customDry flash column chromatography

출처 및 근거

ORD 기록
ord-407be056cc1e423784a90d646c5f9bb1
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217740B2

연결된 노트

불러오는 중…