Benzene → HCID 20358557, compound

HRID 2083435Notes

Reaction equation

HRID 2083435 reaction equation
C1C=CC=CC=1.[C:7](Cl)(Cl)=[O:8].[C:11]1([NH:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[O-:25][C:26]#[N:27].[K+]>CN(C=O)C>[C:11]1([N:17]2[C:18](=[O:19])[N:20]([CH2:21][CH2:22][CH2:23][CH3:24])[C:26](=[O:25])[NH:27][C:7]2=[O:8])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6371PhosgeneHCID 96940N'-Butyl-N-phenylcarbamimidic acidHCID 11378442Potassium cyanate

Product 1

HCID 20358557HCID 20358557, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A benzene solution (50 ml) of 5-phenyl-3-butyl allophanoyl chloride (0.1 mole) was prepared by reaction of phosgene with 1-phenyl-3-butyl urea by the method of Example 2. This solution was added dropwise to 16.0 g of potassium cyanate in 300 ml of anhydrous DMF as described in Example 3. After similar work-up, 17.0 g (70% yield) of 3-phenyl-5-butyl isocyanuric acid was obtained; b.p. 172° C./.01 mm, m.p. 54°-56° C. IR and NMR analysis were consistent with the assigned structure.

Sources & evidence

ORD record
ord-a2a81523dbf949fca789390a8e27f4bf
Source dataset
uspto-grants-1978_04
Patent number
US04085268

Reaction notes

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