Ethanol → 6-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acid

HRID 1870745

反応式

HRID 1870745 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([CH3:25])=[CH2:24])=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17](N)=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10].C([OH:28])C>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([CH3:25])=[CH2:24])=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([OH:28])=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10]

参加物

3

反応物 2

HCID 702EthanolHCID 186932586-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxamide

生成物 1

HCID 186932496-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acid

実験手順

A mixture of 6-[N-(5-Chloro-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]-pyridazine-3-carboxamide (example 18) (10.5 g, 29.3 mol) and caustic liquor, 40% w/v (10 ml, 100 mmol) in ethanol (150 ml) was stirred at reflux for 16 hours. The solvent was evaporated at reduced pressure and the residue partitioned between 2N hydrochloric acid (70 ml) and dichloromethane (200 ml). The organic layer was dried over anhydrous magnesium sulphate, filtered and evaporated to give a brown gum (10.0 g), which was redissolved in ether (200 ml) and allowed to crystallise slowly over 12 hours to give the title compound as a pale yellow solid (4.6 g, 45%) m.p. 130-131° C.

後処理

  1. temperatureat reflux for 16 hours
  2. customThe solvent was evaporated at reduced pressure
  3. customthe residue partitioned between 2N hydrochloric acid (70 ml) and dichloromethane (200 ml)
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-7f5f07a5b16f4ac599d16eddc71f9b80
出典データセット
uspto-grants-2000_08
特許番号
US06100258

関連ノート

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