Hydrochloric Acid → 3-Chloropyridazine-4-carboxylic acid

HRID 2076834노트

반응식

HRID 2076834 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 217807723-Chloropyridazine-4-carboxylic acid수율 94.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-824b4cce6b7f4bc08ffb9369b1e89944
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928106B2

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