Ciba-geigy Corporation

Stephen K Boyer

Joseph Bach

Karl O Gelotte

The present invention relates to compounds of the formula ##STR1## wherein R.sub.c is carboxy, esterified carboxy or amidated carboxy;

(2,5-dihydro 5-phenyl-2-oxo-3-furanyl)amines, methods of manufacture,

The present invention relates to compounds of the formula ##STR1## wherein R.sub.c is carboxy, esterified carboxy or amidated carboxy; R.sub.2 is hydrogen or lower alkyl or joins with R.sub.a and R.sub.b and the atoms therebetween to form a fused ring ##STR2## and either R.sub.a is methyl and R.sub.b is ##STR3## or R.sub.2 and R.sub.b and the atoms therebetween form a group ##STR4## wherein R.sub.3 and R.sub.4 are either both hydrogen, or together are propylene, butylene, or with the two atoms to which they are attached form a benzene ring. Methods of manufacture and use thereof in the production of angiotensin converting enzyme inhibitors are disclosed.

[2,5-Dihydro 5-phenyl-2-oxo-3-furanyl]amines

Process for the dehalogenation of aryl and alpha-araliphatic halides comprising contacting the aryl halide or alpha-araliphatic halide with hypophosphite salt, in the presence of a catalytic amount of a noble metal catalyst. This process is useful in the field of organic synthesis and for the removal of environmentally hazardous aryl and alpha-araliphatic halides, including polychlorinated biphenyls and dibenzo-p-dioxins.

Process for dehalogenation of aryl and alpha-araliphatic halides

Disclosed is a process for the preparation of a compound of the formula ##STR1## wherein Ar is 3- or 4-pyridyl or 3- or 4-pyridyl substituted by lower alkyl; R.sub.1 is hydrogen, halogen, trifluoromethyl, lower alkyl, hydroxy, acylated or etherified hydroxy, lower alkylthio; or two of R.sub.1 on adjacent carbon atoms represent alkylenedioxy; p is 1 or 2; R.sub.2 represents hydrogen or lower alkyl; E represents C.sub.1 -C.sub.11 alkylene, C.sub.1 -C.sub.6 alkylenephenylene, C.sub.1 -C.sub.6 alkylene-(thio or oxy)-lower alkylene, C.sub.1 -C.sub.6 alkylene-(thio or oxy)-phenylene, C.sub.1 -C.sub.6 alkylenephenylene-lower alkylene, phenylene-lower alkylene; or E represents a direct bond; and B represents carboxy, esterified carboxy or carbamoyl; which comprises deoxygenating the keto group in a compound of the formula ##STR2## wherein Ar, R.sub.1, R.sub.2, p, E and B have meaning as defined above.

3-keto-substituted-N-pyridylindoles

The invention concerns a novel process for the preparation of 3-(5-amino-1-carboxypentylamino)-tetrahydro-1-benzazepin-2-one-1-acetic acid by opening, preferably under acidic conditions, the caprolactam ring in a compound of formula II ##STR1## wherein COR represents carboxy or esterified carboxy, and hydrolyzing the esterified carboxy group if present. The preparation of the starting materials of formula II is described.

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Lebanon, NJ, United States of America

Stephen K Boyer