Methyl N-cyanocarbamate → 5-Cyclohexylethylthio-2-carbomethoxyaminobenzimidazole

HRID 2398732

Reaction equation

HRID 2398732 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH2:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][C:5]=1[NH2:6])([O-])=O.[C:20]([NH:24][C:25]#N)([O:22][CH3:23])=[O:21]>>[CH:14]1([CH2:13][CH2:12][S:11][C:8]2[CH:9]=[CH:10][C:4]3[N:1]=[C:25]([NH:24][C:20]([O:22][CH3:23])=[O:21])[NH:6][C:5]=3[CH:7]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 89023Methyl N-cyanocarbamateHCID 544798772-Nitro-5-cyclohexylethylthioaniline

Product 1

HCID 544156975-Cyclohexylethylthio-2-carbomethoxyaminobenzimidazole

Procedure

Repeating the reaction of Example 1 but using 10.0 g. of cyclohexylethylthiol gives 2-nitro-5-cyclohexylethylthioaniline. The nitro compound is reduced. The reduction mixture is reacted with carbomethoxycyanamide as described to give 5-cyclohexylethylthio-2-carbomethoxyaminobenzimidazole.

Sources & evidence

ORD record
ord-daa640345104442a88f6a1a9fd58de27
Source dataset
uspto-grants-1977_05
Patent number
US04025638

Linked notes

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