Hydrochloric Acid → 3-Chloropyridazine-4-carboxylic acid

HRID 2076834ノート

反応式

HRID 2076834 の反応式
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[N:8][C:7]=1[Cl:12])=[O:5])C.[Li+].[OH-].Cl>C1COCC1>[Cl:12][C:7]1[N:8]=[N:9][CH:10]=[CH:11][C:6]=1[C:4]([OH:5])=[O:3]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 14542887Ethyl 3-chloropyridazine-4-carboxylate

生成物 1

HCID 217807723-Chloropyridazine-4-carboxylic acid収率 94.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of crude 3-chloro-pyridazine-4-carboxylic acid ethyl ester (565 mg) in THF (5 ml) was added 2N LiOH (3.03 ml, 6.06 mmol) and the mixture was stirred for 15 min at ambient temperature. The pH of the reaction mixture was then adjusted to 2 by addition of 0.1N HCl and the mixture was extracted five times with ethyl acetate. The combined extracts were dried (Na2SO4) and evaporated to give the crude title compound as a brown solid (452 mg, 94%) which was used in the next reaction step without further purification. 1H NMR (d6-DMSO): 8.07 (d, J=5 Hz, 1H), 9.41 (d, J=5 Hz, 1H), 14.52 (s br, 1H).

後処理

  1. extractionthe mixture was extracted five times with ethyl acetate
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. customevaporated

出典と根拠

ORDレコード
ord-824b4cce6b7f4bc08ffb9369b1e89944
出典データセット
uspto-grants-2011_04
特許番号
US07928106B2

反応ノート

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