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

HRID 709147ノート

反応式

HRID 709147 の反応式
[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

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 595369432-[(5-Chloro-2-thienyl)carbonyl]-N-(2-methoxyethyl)hydrazinecarboxamide

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0363ce086d974e5b99b0c240468bfb12
出典データセット
uspto-grants-2015_11
特許番号
US09180120B2

反応ノート

読み込み中…