Hydrochloric Acid → ethyl 4-(2-chlorophenyl)-6-(2-ethoxycarbonylethyl)-2-ethyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine-6-carboxylate

HRID 963098

反応式

HRID 963098 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[C:20]([CH3:23])=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1.[H-].[Na+].[C:26](=O)([O:30]CC)[O:27][CH2:28][CH3:29].[C:34]([O:38][CH2:39][CH3:40])(=[O:37])[CH:35]=[CH2:36].Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[C:20]([CH3:23])=[N:21][N:22]=[C:11]2[C:10]([CH2:36][CH2:35][C:34]([O:38][CH2:39][CH3:40])=[O:37])([C:26]([O:27][CH2:28][CH3:29])=[O:30])[N:9]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 3307EtizolamHCID 7766Diethyl CarbonateHCID 8821Ethyl AcrylateHCID 24758Sodium hydride

生成物 1

HCID 67727783ethyl 4-(2-chlorophenyl)-6-(2-ethoxycarbonylethyl)-2-ethyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine-6-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

4-(2-Chlorophenyl)-2-ethyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine (10.0 g) and 60% sodium hydride (2.0 g) were added to diethyl carbonate (150 ml), and the mixture was refluxed under heating under a nitrogen atmosphere for 2 hours. The reaction mixture was cooled to 50° C. Ethyl acrylate (5.37 ml) was added and the mixture was further stirred for 3 hours. The reaction mixture was added to water. 1M Hydrochloric acid was added with vigorous stirring to adjust the aqueous solution to pH 4. The solution was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium hydrogencarbonate solution and brine, and dried over magnesium sulfate. The residue was purified by silica gel column chromatography (developing solvent:ethyl acetate-hexane) to give 3.2 g of ethyl 4-(2-chlorophenyl)-6-(2-ethoxycarbonylethyl)-2-ethyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine-6-carboxylate.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating under a nitrogen atmosphere for 2 hours
  3. stirringwith vigorous stirring
  4. extractionThe solution was extracted with ethyl acetate
  5. washThe extract was washed with a saturated aqueous sodium hydrogencarbonate solution and brine
  6. dry with materialdried over magnesium sulfate
  7. customThe residue was purified by silica gel column chromatography (developing solvent:ethyl acetate-hexane)

出典と根拠

ORDレコード
ord-1eaf31c0f4f34a4583d90123ac06bc04
出典データセット
uspto-grants-1998_06
特許番号
US05760032

関連ノート

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