Cyanoacetamide → HCID 178429547, compound

HRID 1249314Notes

Reaction equation

C(OCC)(=O)CC(C)=O.C(CC(N)=O)#N.[C:16]([C:18]1[C:19](=[O:27])[NH:20][C:21]([OH:26])=[C:22](C)[C:23]=1[CH3:24])#[N:17].CCC(=O)CC(OCC)=O>>[C:16]([C:18]1[C:19](=[O:27])[NH:20][C:21]([OH:26])=[CH:22][C:23]=1[CH3:24])#[N:17]

Participants

Reactant 4

HCID 7898Cyanoacetamide2×

HCID 8868Ethyl Acetoacetate

HCID 78656Ethyl 3-oxovalerate

HCID 2542836-hydroxy-4,5-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Product 1

HCID 178429547HCID 178429547, compound

Procedure

3-Cyano-6-hydroxy-4-methylpyrid-2-one was prepared from ethyl acetoacetate and cyanoacetamide following the procedure of Bobbitt and Scola (J. Org. Chem. 25, 560, 1960). 3-Cyano-4,5-dimethyl-6-hydroxypyrid-2-one was similarly prepared from ethyl methylacetoacetate and cyanoacetamide.

Sources & evidence

ORD record: ord-6592e48736f14bce82dc1d744de655f1
Source dataset: uspto-grants-1986_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04631081

Reaction notes

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