Potassium Carbonate → 4-[(4-Methylphenyl)sulfonyl]-9-nitro-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

HRID 1089545

反応式

HRID 1089545 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[C:7](=[CH:9][CH:10]=1)[OH:8])([O-:3])=[O:2].[CH3:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([N:22]([CH2:36][CH2:37]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:23][CH2:24]OS(C2C=CC(C)=CC=2)(=O)=O)(=[O:21])=[O:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[CH3:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([N:22]2[CH2:23][CH2:24][O:8][C:7]3[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=3[O:11][CH2:37][CH2:36]2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 267409N,N-bis(2-(p-toluenesulfonyloxy)ethyl)-p-toluenesulfonamideHCID 35051094-Nitrocatechol

生成物 1

HCID 148563554-[(4-Methylphenyl)sulfonyl]-9-nitro-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To dimethylformamide (200 mL) add 4-nitrocatechol (13.8 g, 89 mmol), 4-methyl-N,N-bis[2-[[(4-methylphenyl)sulfonyl]oxy]ethyl]benzenesulfonamide (50.7 g, 89.4 mmol), and K2CO3 (27 g, 0.19 mol). Stir and heat the reaction at 110° C. Monitor the progress of the reaction by thin-layer chromatography. Upon completion remove the heat and add water (1.3 L) and methanol (300 mL). Collect the precipitate on paper by suction filtration. Wash the solid with water (2 L). Chromatograph the material on silica (300 g) with CH2Cl2 to obtain the title compound.

後処理

  1. temperatureheat
  2. customthe reaction at 110° C
  3. customMonitor the progress of the reaction by thin-layer chromatography
  4. customUpon completion remove the
  5. temperatureheat
  6. additionadd water (1.3 L) and methanol (300 mL)
  7. customCollect the precipitate on paper
  8. filtrationby suction filtration
  9. washWash the solid with water (2 L)

出典と根拠

ORDレコード
ord-b8b68b4a029d40cca1a79aeddaa89174
出典データセット
uspto-grants-1990_10
特許番号
US04966967

関連ノート

読み込み中…