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Potassium Hydroxide → [3-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

HRID 709149
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HRID 709149 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([O:20]CC)=[O:19])[N:8]=2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([OH:20])=[O:19])[N:8]=2)=[CH:4][CH:3]=1
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4

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HCID 14797Potassium HydroxideHCID 59536780Ethyl [3-(5-chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetate

생성물 1

HCID 59536891[3-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3.2 g (9.25 mmol) of the compound of Example 51A were dissolved in 28 ml of methanol. 2.82 ml of a 20% strength aqueous potassium hydroxide solution were then added. The mixture was stirred at RT for 2 h. On a rotary evaporator, the proportion of methanol was reduced by half. The mixture was then diluted with water and extracted once with 15 ml of ethyl acetate. The aqueous phase was acidified with 920 μl of concentrated hydrochloric acid and extracted twice with in each case 15 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying the residue under high vacuum gave 2.34 g (80% of theory) of the title compound.

후처리

  1. customOn a rotary evaporator
  2. additionThe mixture was then diluted with water
  3. extractionextracted once with 15 ml of ethyl acetate
  4. extractionextracted twice with in each case 15 ml of ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulphate
  6. filtrationfiltered
  7. customfreed from the solvent on a rotary evaporator
  8. customDrying the residue under high vacuum

출처 및 근거

ORD 기록
ord-ae7bc03dd2fd4c34bbf02d9dc40a8b45
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09180120B2

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