Diethyl Ether → 6-[N-(5-Bromo-2-(2-chloroprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acid

HRID 1870734ノート

反応式

HRID 1870734 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH2:26][C:27]([Cl:29])=[CH2:28])=[C:6]([CH:24]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([O:19]CCCC)=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10].C1COCC1.[OH-].[Na+].CCOCC>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH2:26][C:27]([Cl:29])=[CH2:28])=[C:6]([CH:24]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([OH:19])=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 18693232Butyl 6-[N-(5-bromo-2-(2-chloroprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylate

生成物 1

HCID 186932176-[N-(5-Bromo-2-(2-chloroprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acid収率 75%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

n-Butyl 6-[N-(5-bromo-2-(2-chloroprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylate (0.24 g, 0.5 mmol) was dissolved in methanol (2 ml), THF (2 ml) and treated with aqueous 1N sodium hydroxide solution (2 ml). The resultant solution was left at ambient temperature for 1.5 hours, evaporated to low bulk and the resultant precipitate dissolved in water and acidified with acetic acid to give a gummy precipitate. It was extracted with methylene chloride and the organic extracts dried and evaporated to give a gum. Trituration with ether yielded a solid which was filtered and sucked dry to give the title compound as a white solid (0.16 g, 75%).

後処理

  1. customevaporated to low bulk
  2. dissolutionthe resultant precipitate dissolved in water
  3. customto give a gummy precipitate
  4. extractionIt was extracted with methylene chloride
  5. customthe organic extracts dried
  6. customevaporated
  7. customto give a gum
  8. filtrationwas filtered
  9. customsucked dry

出典と根拠

ORDレコード
ord-4b9fd878aa0c47c684c3f54a1249a7cf
出典データセット
uspto-grants-2000_08
特許番号
US06100258

反応ノート

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