Phenyl isocyanate → HCID 10095008, compound

HRID 1837580Notes

Reaction equation

HRID 1837580 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[C:25]1([N:31]=[C:32]=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:32]([NH:31][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:33])[C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

3

Reactant 2

HCID 7672Phenyl isocyanateHCID 22344440HCID 22344440, compound

Product 1

HCID 10095008HCID 10095008, compoundYield 26.9%

Procedure

Using the general method of Example 149, 1-(4aminobutyl)-2-pentyl-1H-imidazo[4,5-c]quinolin-4-amine (800 mg, 2.5 mmol) was reacted with phenyl isocyanate (0.26 mL, 2.5 mmol) to provide 299 mg of N-[4-(4-amino-2-pentyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]-N′-phenylurea as an off white solid, m.p. 159.0-160.4° C. Analysis: Calculated for C26H32N6O2. 1.0H2O: %C, 67.5 1; %H, 7.4 1; %N, 18.17; Found: %C, 67.73; %H, 7.33; %N, 17.97.

Sources & evidence

ORD record
ord-af4a5482c903484fbe30293a70665cea
Source dataset
uspto-grants-2004_08
Patent number
US06784188B2

Reaction notes

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