Hydrochloric Acid → 5-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 220683노트

반응식

HRID 220683 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][NH:10][C:11]([NH:13][CH2:14][CH2:15][O:16][CH3:17])=[O:12])=O)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:13]([CH2:14][CH2:15][O:16][CH3:17])[C:11](=[O:12])[NH:10][N:9]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 595369432-[(5-Chloro-2-thienyl)carbonyl]-N-(2-methoxyethyl)hydrazinecarboxamide

생성물 1

HCID 595368995-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

실험 절차

Of the compound from Example 167A, 4.85 g (17.46 mmol) were dissolved in 17 ml (52.39 mmol) of 3M aqueous sodium hydroxide solution and heated under reflux for 168 h. During this, after 16, 40, 64 and 88 h, 1.05 g portions (26.19 mmol, in total 104.76 mmol) of solid sodium hydroxide were added. The batch was acidified to pH 10 using 1M hydrochloric acid, and the mixture was extracted with twice 30 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered, freed from the solvent on a rotary evaporator and dried in an HV. This gave 2.44 g (54% of theory) of the title compound.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 168 h
  3. extractionthe mixture was extracted with twice 30 ml of ethyl acetate
  4. dry with materialThe combined organic phases were dried over sodium sulphate
  5. filtrationfiltered
  6. customfreed from the solvent on a rotary evaporator
  7. customdried in an HV

출처 및 근거

ORD 기록
ord-b2fa4fb20d12412491d22b79a3b1781c
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202895B2

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