Oxalic Acid → HCID 53697363, compound

HRID 1898916Notes

Reaction equation

HRID 1898916 reaction equation
[C:1]([C:3]([C:14](=[O:30])[N:15]([CH2:26][CH2:27]CC)[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](O)(=O)C(O)=O>C(O)(=O)C>[CH2:26]([N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:23])[F:24])[CH:17]=1)[C:14]([C:3]1[C:1]([NH2:2])=[N:13][C:6]([N:7]2[CH2:11][CH:10]([CH3:31])[NH:9][C:8]2=[O:12])=[N:5][CH:4]=1)=[O:30])[CH3:27]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178449491HCID 178449491, compound

Product 1

HCID 53697363HCID 53697363, compoundYield 173.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4.084 g (10 mmol) of a compound II (R1 =CH3 ; R2, R3, R5, R6 =H; R4 =C2H5), 360 mg (4 mmol) of anhydrous oxalic acid and 9 ml of glacial acetic acid was stirred at 60° for 3 hours and then worked up as described in Example 5. 2.83 g (69.3% yield) of pure 4-amino-2-(4-methyl-2-oxo-1-imidazolidinyl)pyrimidine-5-carboxylic acid N-ethyl-N-(3-trifluoromethylphenyl)amide were obtained (by crystallization from ether) after drying, melting point 208°-209°.

Sources & evidence

ORD record
ord-56cf773e8a5349919971ec15dcb4df75
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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