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Details for Patent: 3,867,401

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Details for Patent: 3,867,401

Title: IMIDAZOLINYL PHENYL CARBONYL COMPOUNDS, ACID ADDITION SALTS AND RELATED COMPOUNDS
Abstract:This invention is concerened with tetrahydropyrimidinyl phenyl carbonyl acid addition salts, imidazolinyl phenyl carbonyl acid addition salts, dihydroimidazoisoindolols, tetrahydropyrimidoisoindolols, and tetrahydropyrimidoisoindolol acid addition salts which are all pharmacologically efficacious as anti-depressants. The tetrahydropyrimidinyl phenyl carbonyl acid addition salts, the tetrahydropyrimidoisoindolols and the tetrahydropyrimidoisoindolol acid addition salts are also efficacious as diuretics while the imidazolinyl phenyl carbonyl acid addition salts and the dihydroimidazoisoindolols are effficacious as anorexiants. This invention is also concerned with several processes for the preparation of these compounds.
Inventor(s): Sulkowski; Theodore S. (Wayne, PA)
Assignee: American Home Products Corporation (New York, NY)
Filing Date:Sep 06, 1973
Application Number:05/394,707
Claims:1. A process for the preparation of a compound having the formula: ##SPC7##

wherein R.sub.1 is selected from the group consisting of lower alkyl, phenyl, lower alkylphenyl, lower alkoxyphenyl, di(lower) alkylphenyl, di(lower)alkoxyphenyl, aminophenyl, trifluoromethylphenyl, monohalophenyl, dihalophenyl, furyl, thienyl and naphthyl; R.sub.2 is selected from the group consisting of hydrogen, halogen, lower alkyl and lower alkoxy; R.sub.3 is hydrogen when R.sub.2 and R.sub.3 are dissimilar and when R.sub.2 and R.sub.3 are the same they are both selected from the group consisting of hydrogen, halogen, lower alkyl and lower alkoxy which comprises contacting a benzodiazocine of the formula: ##SPC8##

wherein R.sub.1, R.sub.2 and R.sub.3 are defined as above, with an oxidizing agent in a reaction-inert solvent at a temperature from about 20.degree.C. to about 60.degree.C. for a period of about 1/2hour to about

2. A process as described in claim 1 wherein the oxidizing agent is selected from the group consisting of potassium permanganate, potassium

3. A process as described in claim 1 wherein the oxidizing agent is selected from the group consisting of potassium permanganate, potassium dichromate and potassium chlorate; the reaction-inert solvent is water;

4. A process as described in claim 1 wherein the oxidizing agent is potassium permanganate; the reaction-inert solvent in water; and the reaction is conducted at about room temperature.
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