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US 6,191,275 B1Granted
Process for the preparation of 6-(perfluoroalkyl) uracil compounds form urea compounds
AssigneeAmerican Cyanamid Company
InventorVenkataraman Kameswaran
Life of this patent
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Abstract
An improved process for the preparation of 6-(perfluoroalkyl)uracil compounds having the structural formula I from urea compounds having the structural formula II
Claims14
A process for the preparation of a 6-(perfluoroalkyl)uracil compound having the structural formula I
- wherein
- n is an integer of 1, 2, 3, 4, 5 or 6;
- Y is hydrogen or C1-C6alkyl;
- and
- Q is a C1-C6alkyl group or an optionally substituted phenyl, benzyl, heteroaryl or methyleneheteroaryl group,
- which process comprises
- (a) reacting a urea compound having the structural formula II
- wherein
- Z and Z1 are each independently C1-C8alkyl or Z and Z1 may be taken together with the atom to which they are attached to form a 4- to 7-membered ring wherein ZZ1 is represented by —(CH2)2O (CH2)2— or —(CH2)m— where m is an integer of 3, 4, 5 or 6;
- Z2 is C1-C6alkyl or benzyl optionally substituted on the phenyl ring with any combination of from one to three halogen, C1-C4alkyl or C1-C4haloalkyl groups;
- and
- n is as described above,
- with an amine compound having the structural formula III
- wherein
- Q is as described above in the presence of an acid or base to form the 6-(perfluoroalkyl)uracil compound of formula I wherein Y is hydrogen;
- and
- (b) optionally alkylating the formula I compound wherein Y is hydrogen, to form a formula I compound wherein Y is C1-C6 alkyl.
14 more elements
Dependencies are inferred from the claim text.