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

HRID 1870734노트

반응식

HRID 1870734 반응식
[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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-4b9fd878aa0c47c684c3f54a1249a7cf
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100258

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