Diethyl (ethoxymethylene)malonate → HCID 178471941, compound

Reaction equation

[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C(O[CH:11]=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])C>>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2](/[N:1]=[CH:11]/[CH:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:3]=1

Participants

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonate

HCID 100093-Aminopyridine

Product 1

HCID 178471941HCID 178471941, compound

Conditions

Temperature: 110 °C

Procedure

A 250 ml flask was charged with 3-Aminopyridine (8 g, 85 mmol) and diethyl 2-(ethoxymethylene)malonate (18.5 g, 85.6 mmol). The mixture was heated to 110° C. for 30 min, and then cooled to ambient temperature to give diethyl [(E)-(pyridin-3-ylimino)methyl]malonate.

Workup

temperaturecooled to ambient temperature

Sources & evidence

ORD record: ord-08063f79c21747b197f6046b99bc4873
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08455477B2

Reaction notes

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