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

HRID 963046

반응식

HRID 963046 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5ede82cc0c54fdcacd312e6d0ac02fa
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760032

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