Methyl Isocyanate → beta-Cyclobutyl-beta-oxo-alpha-methylcarbamoylpropionitrile

HRID 477501Notes

Reaction equation

HRID 477501 reaction equation
[CH:1]1([C:5](=[O:9])[CH2:6][C:7]#[N:8])[CH2:4][CH2:3][CH2:2]1.[CH3:10][N:11]=[C:12]=[O:13]>C(O)C>[CH:1]1([C:5](=[O:9])[CH:6]([C:12](=[O:13])[NH:11][CH3:10])[C:7]#[N:8])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 138611153-Cyclobutyl-3-oxopropanenitrile

Product 1

HCID 14819883beta-Cyclobutyl-beta-oxo-alpha-methylcarbamoylpropionitrileYield 77.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

β-Cyclobutyl-β-oxopropionitrile (2.25 g, 18.3 mmoles) [prepared in Step A]was reacted with methyl isocyanate (1.10 g, 19.2 mmoles) according to the general procedure of Example 1, Step B to yield 2.57 g of the title compound as a white solid afater recrysstallization from 50% aqueous ethanol, mp 81°-83° C.

Sources & evidence

ORD record
ord-82e788fc91f54ef6a9468b3285fe149c
Source dataset
uspto-grants-1989_12
Patent number
US04888357

Reaction notes

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