Oxalic Acid → HCID 54000621, compound

HRID 1898918Notes

Reaction equation

HRID 1898918 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(O)(=O)C(O)=O>C(O)(=O)C>[CH3:26][N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=1)[C:14]([C:3]1[C:1]([NH2:2])=[N:13][C:6]([N:7]2[CH2:11][CH2:10][NH:9][C:8]2=[O:12])=[N:5][CH:4]=1)=[O:30]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178449491HCID 178449491, compound

Product 1

HCID 54000621HCID 54000621, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.66 g (7 mmol) of a compound II (R1, R2, R3, R5, R6 =H; R4 =CH3), 0.72 g (8 mmol) of anhydrous oxalic acid and 4.5 ml of glacial acetic acid was stirred at 85° for 1 hour and subsequently worked up as in Example 5. 1.58 g (=59.4% yield) of TLC-pure 4-amino-2-(2-oxo-1-imidazolidinyl)pyrimidine-5-carboxylic acid N-methyl-N-(3-trifluoromethylphenyl)amide were obtained, melting point 249°-250°.

Sources & evidence

ORD record
ord-1813a4a3ae794b279fa0265811132298
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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