Methanol → HCID 20144947, compound

HRID 648459Notes

Reaction equation

HRID 648459 reaction equation
O1[C:5](=O)[CH:4]=[NH+:3][N-]1.C([C:9]1[C:13](=[O:14])O[N-][N+:10]=1[CH3:15])=O.N/[C:17](/[CH3:23])=[CH:18]\[C:19](OC)=O.[C:24](OC)(=O)[CH2:25]C(C)=O.C[OH:33]>>[C:17]1([C:5]2[O:14][C:13]([CH2:9][NH:10][CH:15]=[O:33])=[N:3][CH:4]=2)[CH:23]=[CH:25][CH:24]=[CH:19][CH:18]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 7757Methyl acetoacetateHCID 643918Methyl 3-aminocrotonateHCID 178482033HCID 178482033, compound

Product 1

HCID 20144947HCID 20144947, compound

Procedure

To 0.78 g (5 mmol) 2-pyridine-N-oxide carboxaldehyde (1) in 15 ml methanol was added 0.58 g (5 mmol) methyl 3-aminocrotonate and 0.58 g (5 mmol) methyl acetoacetate and the resulting solution was refluxed for 18 hours. The cooled reaction mixture was filtered to give a yellow solid that was triturated with hexane to give pure (2), m.p. 225°-228°.

Workup

  1. temperaturethe resulting solution was refluxed for 18 hours
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. customto give a yellow solid
  5. customthat was triturated with hexane

Sources & evidence

ORD record
ord-abc5a1c0339a4f79895802651dcf62c8
Source dataset
uspto-grants-1988_04
Patent number
US04735956

Reaction notes

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