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

HRID 1351700

反応式

HRID 1351700 の反応式
[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]

参加物

4

反応物 2

HCID 1176UreaHCID 2820713-Iodophthalic anhydride

生成物 1

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

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-407be056cc1e423784a90d646c5f9bb1
出典データセット
uspto-grants-2007_05
特許番号
US07217740B2

関連ノート

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