Cyclohexyl isocyanate → Cyclohexylurea

HRID 1837579Notes

Reaction equation

HRID 1837579 reaction equation
NCCCN1C2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:18])C=2N=C1CCOC.C1(N=C=[O:31])CCCCC1>>[CH:11]1([NH:10][C:9](=[O:31])[NH2:18])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 223444281-(3-aminopropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine

Product 1

HCID 69684Cyclohexylurea

Procedure

Using the general method of Example 149, 1-(3-aminopropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin4-amine (1.50 g, 5.01 mmol) was reacted with cyclohexyl isocyanate (780 mg, 5.51 mmol) to provide 1.02 g of N-l3-[4amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propyl)-N′-cyclohexylurea as a solid, m.p. 179-180° C. Analysis: Calculated for C23H32N6O2. 0.75H2O: %C, 63.06; %H, 7.71; %N, 19.18; Found: %C, 62.74; %H, 7.57; %N, 19.16.

Sources & evidence

ORD record
ord-e2dd321fffde47939db8be064483f331
Source dataset
uspto-grants-2004_08
Patent number
US06784188B2

Reaction notes

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