Hydrogen Peroxide → 4-(2-Carbamoylethyl)-2-fluoro-1-triphenylmethylimidazole

HRID 2412490Notes

Reaction equation

HRID 2412490 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[N:6]=[C:7]([F:29])[N:8]([C:10]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]=1)#[N:2].[OH-].[K+].OO.CC[O:36]CC>CC(C)=O>[C:1]([CH2:3][CH2:4][C:5]1[N:6]=[C:7]([F:29])[N:8]([C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:9]=1)(=[O:36])[NH2:2]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 3283Diethyl EtherHCID 14797Potassium HydroxideHCID 204323164-(2-Cyanoethyl)-2-fluoro-1-triphenylmethylimidazole

Product 1

HCID 204324374-(2-Carbamoylethyl)-2-fluoro-1-triphenylmethylimidazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-(2-Cyanoethyl)-2-fluoro-1-triphenylmethylimidazole was dissolved in acetone and treated with aqueous KOH. Hydrogen peroxide was added in portions over seven days at ambient temperature. Extractive work-up and trituration with ether gave 4-(2-carbamoylethyl)-2-fluoro-1-triphenylmethylimidazole, having the following n.m.r. spectrum in CDCl3 : 2.58 (m, 4H); 5.3 (br s, 1H; 6.0 (br s, 1H); 6.26 (s, 1H); 7.0-7.35 (m, 15H).

Sources & evidence

ORD record
ord-103d1995014b4b73a67231c6d8044ba6
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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