Cyanoacetic acid → HCID 54488963, compound

HRID 1898920Notes

Reaction equation

HRID 1898920 reaction equation
[C:1]([C:3]([C:14](=[O:30])[N:15]([CH2:26]CCC)[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[CH:4][NH:5][C:6](=[NH:13])[N:7]1[CH2:11][CH2:10][NH:9][C:8]1=[O:12])#[N:2].[C:31]([CH2:33]C(O)=O)#N>C(O)(=O)C>[CH3:26][N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:24])([F:23])[F:25])[CH:17]=1)[C:14]([C:3]1[C:1]([NH2:2])=[N:13][C:6]([N:7]2[CH2:11][CH:10]([CH:31]=[CH2:33])[NH:9][C:8]2=[O:12])=[N:5][CH:4]=1)=[O:30]

Participants

4

Reactant 2

HCID 9740Cyanoacetic acidHCID 178449491HCID 178449491, compound

Product 1

HCID 54488963HCID 54488963, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.84 g (7 mmol) of a compound II (R1 =CH=CH2 ; R2, R3, R5, R6 =H; R4 =CH3), 486 mg (5.5 mmol) of cyanoacetic acid and 5 ml of glacial acetic acid was stirred at 75° for 1.5 hours and subsequently worked up as in Example 5. Crystallization from ether resulted in 1.75 g (=61.6% yield) of 4-amino-2-(4-vinyl-2-oxo-1-imidazolidinyl)pyrimidine-5-carboxylic acid N-methyl-N-(3-trifluoromethylphenyl)amide, melting point 203°-204°.

Workup

  1. customCrystallization from ether

Sources & evidence

ORD record
ord-9b8510e5116d48d1a8e915dba877c2f9
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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