Phenyl isocyanate → HCID 10095117, compound

HRID 1371340Notes

Reaction equation

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

Participants

Reactant 2

HCID 7672Phenyl isocyanate

HCID 22344442HCID 22344442, compound

Product 1

HCID 10095117HCID 10095117, compound

Procedure

Using the general method of Example 145, 1-(3-amino-2,2-dimethylpropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine (1.0 g, 3.05 mmol) was reacted with phenyl isocyanate to provide 0.45 g of N-{3-[4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2,2-dimethylpropyl}-N′-phenylurea as a white powder, m.p. 125.0–130.0° C. Analysis: Calculated for C25H30N6O2.0.40 H2O: % C, 66.18; % H, 6.84; % N, 18.52; Found: % C, 66.05; % H, 6.61; % N, 18.64. % H2O calculated: 1.59; found: 1.53 (Karl Fisher);

Sources & evidence

ORD record: ord-6959aff6537e4329b0f7c458ea219bd5
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07157453B2

Reaction notes

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