Triethylamine → 3,3-Diethyl-7-methoxy-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

HRID 1183070

反応式

HRID 1183070 の反応式
[CH2:1]([C:3]([CH2:10][CH3:11])([C:7](Cl)=[O:8])[C:4](Cl)=[O:5])[CH3:2].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([NH2:21])[CH:15]=1.C(N(CC)CC)C>ClCCl.O>[CH2:1]([C:3]1([CH2:10][CH3:11])[C:7](=[O:8])[NH:20][C:17]2[CH:18]=[CH:19][C:14]([O:13][CH3:12])=[CH:15][C:16]=2[NH:21][C:4]1=[O:5])[CH3:2]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 1534044-Methoxy-o-phenylenediamineHCID 4149059Diethylmalonyl dichloride

生成物 1

HCID 686731173,3-Diethyl-7-methoxy-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione収率 34.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

Diethylmalonyl dichloride (0.95 ml, 5.5 mmol) was added to a dichloromethane solution (20 ml) of 4-methoxy-o-phenylenediamine (691 mg, 5 mmol) and triethylamine (1.7 ml, 12.5 mmol) at 0° C., and stirred at room temperature overnight. Water was added to the reaction mixture, and extraction with dichloromethane was performed. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=9:1→1:1). The purified product was concentrated to dryness under reduced pressure to thereby obtain 452.3 mg (yield: 34%) of 3,3-diethyl-7-methoxy-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione as a yellow oil.

後処理

  1. washThe organic layer was washed with a saturated sodium chloride aqueous solution
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=9:1→1:1)
  5. concentrationThe purified product was concentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-b38b5b09b5a34e408958c59d1f2b73b4
出典データセット
uspto-grants-2014_03
特許番号
US08664217B2

関連ノート

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