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US 5,312,927 AGranted
Preparation of imidazoles
AssigneeShionogi & Co., Ltd.
InventorsSusumu Takada, Makoto Adachi
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Abstract
The present invention relates to preparation of imidazoles which are useful as pharmaceutical and agricultural chemicals. Specifically, the present invention relates to a process for preparing imidazoles of the formula (I): ##STR1## which comprises conducting condensation among an .alpha.,.alpha.-dihaloaldehyde compound of the formula (II): ##STR2## an aldehyde compound of the formula: R.sup.2 --CHO and aqueous ammonia.
Claims4
A process for preparing imidazoles of the formula (I):
- ##STR30## in which R.sup.1 is (1) hydrogen;
- (2) alkyl group;
- (3) a haloalkyl group of the formula:
- Y--(CH.sub.2).sub.m -- wherein Y is chloro or bromo, and m is an integer of from 2 to 6;
- (4) an acyloxyalkyl group of the formula:
- R.sup.3 --O--(CH.sub.2).sub.n -- wherein n is an integer of from 2 to 6, and R.sup.3 is an acyl group;
- (5) a cyanoalkyl group of the formula:
- NC--(CH.sub.2).sub.p -- wherein p is an integer of from 1 to 6;
- (6) a cycloalkyl group;
- (7) a group of the formula:
- R.sup.4 --S--(CH.sub.2).sub.q -- wherein R.sup.4 is lower alkyl or phenyl group, and q is an integer of from 1 to 5;
- (8) a group of the formula:
- CF.sub.3 --(CH.sub.2).sub.r -- wherein r is an integer of from 0 to 5;
- (9) a group of the formula:
- ##STR31## wherein s is an integer of from 1 to 5;
- (10) an aralkyl group of the formula:
- ##STR32## wherein W and Z are independently hydrogen, halogen, alkyl, alkoxy, acetylamino, cyano, or nitro group, or a group:
- --COOR.sup.5 wherein R.sup.5 is lower alkyl, or W and Z, taken together, may form alkylenedioxy group, and t is an integer of from 1 to 5;
- or (11) an aryl group of the formula:
- ##STR33## wherein W and Z have the same meaning as defined above;
- R.sup.2 has the same meaning as R.sup.1 or R.sup.2 may represent a group selected from the group consisting of ##STR34## wherein R.sup.6 is hydrogen, lower alkyl, alkoxy, or phenyl, and u is an integer of from 1 to 5,
- which comprises conducting condensation among an .alpha.,.alpha.-dihaloaldehyde compound of the formula (II):
- ##STR35## in which R1 is as defined above, and X is halogen, an aldehyde compound of the formula:
- R.sup.2 --CHO in which R.sup.2 is as defined above, and aqueous ammonia.
21 more elements
Dependencies are inferred from the claim text.