Sulfuric Acid → 4-(3-(2-Chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl-5-methyl[1,2,4]triazole

HRID 963046ノート

反応式

HRID 963046 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]2CN=1.S(=O)(=O)(O)O.N([O-])=[O:30].[Na+].[C:33](=[O:36])([O-])[O-].[K+].[K+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:14]1[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=1[N:12]1[C:20]([CH3:23])=[N:21][N:22]=[C:11]1[CH2:33][OH:36])=[O:30]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 3307EtizolamHCID 11430Potassium CarbonateHCID 23668193Sodium Nitrite

生成物 1

HCID 190851734-(3-(2-Chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl-5-methyl[1,2,4]triazole

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
90 °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 (34.3 g) was added to water (500 ml), and conc. sulfuric acid (74 ml) was dropwise added with vigorous stirring. The mixture was further stirred at 90° C. for 1 hour, and sodium nitrite (74 g) was added. Then, potassium carbonate was added to the reaction mixture to make the mixture alkaline. The mixture was extracted with ethyl acetate and washed with water. The mixture was dried over magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from ethyl acetate-diisopropyl ether to give 26.06 g of 4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl-5-methyl[1,2,4]triazole.

後処理

  1. additionwas dropwise added with vigorous stirring
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe mixture was dried over magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was recrystallized from ethyl acetate-diisopropyl ether

出典と根拠

ORDレコード
ord-c5ede82cc0c54fdcacd312e6d0ac02fa
出典データセット
uspto-grants-1998_06
特許番号
US05760032

反応ノート

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