Toluene → 5-tert.Butylcarbamylphthalid

HRID 1976862

反応式

HRID 1976862 の反応式
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:9](=[O:10])[O:8][CH2:7]2)([OH:3])=O.CN(C=O)C.C1(C)C=CC=CC=1.[C:26]([NH2:30])([CH3:29])([CH3:28])[CH3:27]>S(Cl)(Cl)=O.C1COCC1>[C:26]([NH:30][C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:9](=[O:10])[O:8][CH2:7]2)=[O:3])([CH3:29])([CH3:28])[CH3:27]

参加物

7

反応物 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 6385Tert-ButylamineHCID 785171,3-Dihydro-1-oxoisobenzofuran-5-carboxylic acid

生成物 1

HCID 111489925-tert.Butylcarbamylphthalid

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 24386Thionyl Chloride溶媒

実験手順

5-Carboxyphthalid (36 g, 0.2 mole) is suspended in thionylchloride (100 mL). DMF (1.5 mL) is added and the mixture is refluxed for 1 hour. Toluene (200 mL) is added and the solvents are evaporated in vacuo. The residue is dissolved in THF (200 mL) and added to a solution of tert.butylamine (31 g, 0.42 mole) in THF (200 mL) at 5° C. The mixture is allowed to warm to room temperature and stirred overnight. The reaction is then poured into ice water (400 mL) and the precipitated crystals are filtered off. The crystals are washed with water (100 mL). Yield: 41 g, 87%. DSC onset: 189.5° C.

後処理

  1. temperaturethe mixture is refluxed for 1 hour
  2. customthe solvents are evaporated in vacuo
  3. dissolutionThe residue is dissolved in THF (200 mL)
  4. filtrationthe precipitated crystals are filtered off
  5. washThe crystals are washed with water (100 mL)
  6. custom189.5° C.

出典と根拠

ORDレコード
ord-94938be2fcd0455e9ea8ccdb7d16aa64
出典データセット
uspto-grants-2001_05
特許番号
US06229026B1

関連ノート

読み込み中…