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

HRID 709147노트

반응식

HRID 709147 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 49A were dissolved in 17 ml (52.39 mmol) of 3 M aqueous sodium hydroxide solution and heated under reflux for 168 h. After 16, 40, 64 and 88 h, in each case a further 1.05 g (26.19 mmol, 104.76 mmol in total) of solid sodium hydroxide were added. Using 1M hydrochloric acid, the reaction 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 and freed from the solvent on a rotary evaporator. The residue was 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. customThe residue was dried under high vacuum

출처 및 근거

ORD 기록
ord-0363ce086d974e5b99b0c240468bfb12
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09180120B2

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