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

HRID 574144노트

반응식

HRID 574144 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

4.85 g (17.46) mmol of the compound of Example 12A were dissolved in 17 ml (52.39 mmol) of 3M aqueous sodium hydroxide solution and heated under reflux for 168 h. After 16, 40, 64 and 88 h, in each case 1.05 g (26.19 mmol, 104.76 mmol in total) of solid sodium hydroxide were added. Using 1M hydrochloric acid, the mixture was adjusted to pH 10, and the mixture was extracted twice with in each case 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 under high vacuum. 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 twice with in each case 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 under high vacuum

출처 및 근거

ORD 기록
ord-d7c4e70852b2458889a373c373bb2253
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034855B2

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