4-(Methylthio)phenyl isocyanate → 1-Cyclohexyl-1-hydroxy-3-[4-(methylthio)phenyl]urea

HRID 976615Notes

Reaction equation

HRID 976615 reaction equation
Cl.[CH:2]1([NH:8][OH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:10][S:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[O:20])=[CH:14][CH:13]=1>>[CH:2]1([N:8]([OH:9])[C:19]([NH:18][C:15]2[CH:16]=[CH:17][C:12]([S:11][CH3:10])=[CH:13][CH:14]=2)=[O:20])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 27333164-(Methylthio)phenyl isocyanateHCID 3084432N-Cyclohexylhydroxylamine hydrochloride

Product 1

HCID 199674231-Cyclohexyl-1-hydroxy-3-[4-(methylthio)phenyl]ureaYield 21.4%

Procedure

Using the general method of Compound 1, N-cyclohexylhydroxylamine hydrochloride (1.5 g, 10 mmol) was reacted with 4-(methylthio)phenyl isocyanate (1.6 g, 10 mmol) to provide 0.60 g of the desired product as a white solid m.p. 151°-153° C. Analysis: Calculated for C14H20N2O2S: %C, 59.97; %H, 7.19; %N, 9.99; Found: %C, 60.06; %H, 7.14; %N, 9.95.

Sources & evidence

ORD record
ord-ae43e98c3b5b46139e8e57b52587cb1c
Source dataset
uspto-grants-1997_03
Patent number
US05612377

Reaction notes

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