Phenyl isocyanate → 2-Fluoro-4-(3-phenylcarbamoyloxypropyl)-1-triphenylmethylimidazole

HRID 2412476Notes

Reaction equation

HRID 2412476 reaction equation
[F:1][C:2]1[N:3]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=[C:5]([CH2:7][CH2:8][CH2:9][OH:10])[N:6]=1.[C:30]1([N:36]=[C:37]=[O:38])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>N1C=CC=CC=1>[F:1][C:2]1[N:3]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:4]=[C:5]([CH2:7][CH2:8][CH2:9][O:10][C:37](=[O:38])[NH:36][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:6]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 204324552-Fluoro-4-(3-hydroxypropyl)-1-triphenylmethylimidazole

Product 1

HCID 204324512-Fluoro-4-(3-phenylcarbamoyloxypropyl)-1-triphenylmethylimidazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2-fluoro-4-(3-hydroxypropyl)-1-triphenylmethylimidazole in pyridine was treated with phenylisocyanate at ambient temperature. Work up as for the starting materials of Example 9 gave 2-fluoro-4-(3-phenylcarbamoyloxypropyl)-1-triphenylmethylimidazole, having the following n.m.r. spectrum in d6DMSO: 1.87 (m, 2H); 2.48 (t, 2H); 4.08 (t, 2H); 6.31 (s, 1H); 7.0-7.5 (m, 20H); 9.34 (br, 1H).

Sources & evidence

ORD record
ord-c9bf6e9eac3a43bba6ddd1f3a7734500
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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