Hydrochloric Acid → 5-Methyl-4-pyridazinecarboxylic acid

HRID 1685040노트

반응식

HRID 1685040 반응식
[CH3:1][C:2]1[C:3]([C:8]([O:10]CC)=[O:9])=[CH:4][N:5]=[N:6][CH:7]=1.[OH-].[Na+].Cl>O.C1COCC1>[CH3:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[CH:4][N:5]=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13262526Ethyl 5-methylpyridazine-4-carboxylate

생성물 1

HCID 574169155-Methyl-4-pyridazinecarboxylic acid수율 185.1%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

반응 조건

온도
60 °C

실험 절차

To a solution of ethyl 5-methylpyridazine-4-carboxylate (240 mg, 1.4 mmol) in H2O/THF was added 7.5 N aq. NaOH (1.25 eq, 0.25 mL) and the mixture was stirred for 1 hour at 60° C. Concentrated HCl was added to pH 2 and subsequently the volatiles were removed in vacuo. The residue was first stirred with EtOAc and the solids were collected by filtration. Then stirred with THF and the solids were again collected by filtration. The solids were extracted with MeOH and removal of the volatiles afforded 5-methylpyridazine-4-carboxylic acid (358 mg) as a brown solid.

후처리

  1. customsubsequently the volatiles were removed in vacuo
  2. stirringThe residue was first stirred with EtOAc
  3. filtrationthe solids were collected by filtration
  4. stirringThen stirred with THF
  5. filtrationthe solids were again collected by filtration
  6. extractionThe solids were extracted with MeOH and removal of the volatiles

출처 및 근거

ORD 기록
ord-703e97f0e652443db16f0acbebce704f
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148380B2

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