US 6,723,875 B1Granted

Process to prepare alkyl-ureas from O,S-dimethyl dithiocarbonate

AssigneeOxon Italia S.p.A.

InventorsEdoardo Pallucca, Jacopo Degani, Anna Maria Serri, Rita Fochi, Sonia Gazzetto, Claudia Fenoglio, Claudio Ornati, Mara Migliaccio, Silvano Cadamuro, Gianni Carvoli

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Abstract

The present invention relates to the preparation of alkyl-ureas, starting from O,S-dimethyl dithiocarbonate, which provides the following steps: A) causing the O,S-dimethyl dithiocarbonate to react with a primary amine of general formula R1NH2 in order to obtain an O-methyl thiocarbamate; B) isomerising the O-methyl thiocarbamate in order to obtain an S-methyl thiocarbamate; C) causing the S-methyl thiocarbamate with a compound of general formula R′R″NH, wherein R′ and R″ may be equal or different one in respect of the other and of R1 and may be H, R2 or R3, in order to obtain one of the alkyl-ureas of formula (4), (5) or (6).

Claims23

Dependent claims

A process for preparing alkyl-ureas, starting from O,S-dimethyl dithiocarbonate, having the following formula (1):

comprising the following steps:
A) reacting O,S-dimethyl dithiocarbonate (1) with a primary amine of formula R1NH2, where R1 is alkyl, cycloalkylic or arylalkyl, so as to obtain an O-methyl thiocarbamate of formula (2):
B) isomerising the O-methyl thiocarbamate of formula (2), so as to obtain an S-methyl thiocarbamate of formula (3):
C) reacting the S-methyl thiocarbamate of formula (3) with a compound of formula R′R″NH, where R′ and R″ are H, R2 or R3, where R2 and R3 are alkyl, cycloalkyl or arylalkyl and can be the same or different and can be the same as or different from R1, so as to obtain one of the alkyl-ureas (4), (5) or (6):

1 more element

Dependencies are inferred from the claim text.