Methyl Ethyl Ketone → HCID 178426619, compound

HRID 980900Notes

Reaction equation

HRID 980900 reaction equation
C(O[CH2:4][CH3:5])=O.[H-].[Na+].[C:8]([CH2:10][C:11]([NH2:13])=[O:12])#[N:9].[CH3:14][C:15](=O)[CH2:16]C>>[C:8]([C:10]1[C:11]([OH:12])=[N:13][C:4]([CH3:5])=[C:15]([CH3:16])[CH:14]=1)#[N:9]

Participants

5

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 7898CyanoacetamideHCID 8025Ethyl formateHCID 24758Sodium hydride

Product 1

HCID 178426619HCID 178426619, compound

Procedure

Ethyl formate and 2-butanone are added to sodium hydride and cyanoacetamide is added to give 3-cyano-5, 6-dimethyl-2-hydroxypyridine, which is reacted with phosphorus pentachloride and the product reduced with hydrogen and Raney nickel in the presence of semicarbazide, and formaldehyde is added to the mixture to give 2-chloro-5,6-dimethyl-3-pyridinecarboxaldehyde m.p. 69°-70°.

Workup

  1. additionis added

Sources & evidence

ORD record
ord-dddec9643e67414aa31be32846f517e7
Source dataset
uspto-grants-1987_01
Patent number
US04639519

Reaction notes

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