Method for production of additives for lubricating oils

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C548S324100

Reexamination Certificate

active

07074937

ABSTRACT:
A method for making a compound of formula (I)wherein bonds a and b are single or double bonds, provided that one of a and b is a single bond and the other is a double bond; one of B1and B2is —CHR5—CHR6—C(Y)ZR7and the other is absent; B3is hydrogen; Y is O or S; Z is O, S or NR9; R5is hydrogen or C1–C4alkyl; R6is hydrogen or C1–C4alkyl; R7, R9are independently hydrogen, alkyl, alkenyl, aryl or aralkyl. The method comprises steps of: (a) preparing an imidazolidinethione having formulaby combining a cyanide source, a sulfide salt, and at least one ketone or aldehyde; and (b) adding to the imidazolidinethione, without isolation of the imidazolidinethione, CHR5═CR6—C(O)OR7.

REFERENCES:
patent: 2785175 (1957-03-01), Christian
patent: 2806036 (1957-09-01), Christian
patent: 2842553 (1958-09-01), Christian
patent: 5057612 (1991-10-01), Worley et al.
patent: 6602831 (2003-08-01), Mukkamala
patent: 2500313 (1975-07-01), None
patent: 1227144 (2002-07-01), None
patent: 1229 023 (2003-09-01), None
U.S. Appl. No. 10/166,413, filed Jun. 10, 2003, Mukkamala.
Paventi et al., Preparation Of α-Aminothiomides From Aldehydes,J. Org. Chem.,vol. 22 pp. 282-289 (1987).
Asinger et al., Zum Substitutionverhalten von Imidazolidin-4-thionen,Monatshefte Fur Chernie,vol. 107, pp. 35-41 (1976) Note: Abstract in English, publication in German.
John D. Christian, 4-Imidazolinethiones,J. Org. Chem.,vol. 65, pp. 396-399 (1957).

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