Seema Pant

SYNTHESIS OF 8-SUBSTITUTED-2-CARBOXY-4-(4-FLUOROPHENYL)-2,3-DIHYDRO-1,5-BENZOTHIAZEPINES

Abstract The reactions of 5-substituted-2-aminobenzenethiols with δ-(4-chlorobenzoyl)- and δ3-(4-bromobenzoyl)acrylic acids have been carried out in methanol containing traces of glacial acetic acid to yield in a single step, 8-substituted-2-carboxy-4-(4-chlorophenyl and 4-bromophenyl)-2,3-dihydro-1,5-benzothiazepines, the substituents being CI, Br as halogen; CH3 as alkyl, and OCH3 and OC2H5 as alkoxyl. The structural assignments have been made by a study of microanalyses of the elements and IR, 1H NMR and mass spectral studies of the title compounds.

Syntheses of 1,5-Benzothiazepines. Part 20. Syntheses of 8-Substituted-2,5-dihydro-2-(4-N-dimethylaminophenyl)-4-(4-methoxyphenyl)-1,5-benzothiazepines

Seema Pant, Babita Singhal, Mani Upreti and Umesh C. Pant*Department of Chemistry, University of Rajasthan, Jaipur-302004 IndiaTel. 0091 141 651969Received: 13 January / Accepted: 6 March 1998 / Published: 15 May 1998Abstract : 8-Substituted-2,5-dihydro-2-(4-N-dimethylaminophenyl)-4-(4-methoxyphenyl)-1,5-benzothiaze-pines (5a-e) have been synthesized by reacting 5-substituted-2-aminobenzene-thiols (1a-e) with 4-N-dimethylaminobenzal-4-methoxy acetophenone ( 2) in dry ethanol saturated with hydrogen chloride gas. Theproducts were tested for purity by tlc and characterized by elemental analysis for carbon, hydrogen andnitrogen and IR,

SYNTHESES OF 1,5-BENZOTHIAZEPINES, PART XVI: SYNTHESES OF 8-ETHOXY/FLUORO-2-CABOXY-4-(FLUORINATED ARYL) -2,3-DIHYDRO-1,5-BENZOTHIAZEPINESAS PROSPECTIVE CARDIOVASCULAR AGENTS

Abstract Syntheses of fluorinated 8-ethoxy/fluoro-2-carboxy-4-substituted ary-2,3-dihydro1,5-benzothiazepines having substitutents as chloro, methyl and trifluoromethyl have been achieved by the reaction of 5-ethoxy/-fluoro-2-aminobenzenethiols with fluorinated 3-substituted benzoyl-2-propenoic acids in toluene with catalytic amount of trifluoroacetic acid. The progress of the reactions was monitored by t.1.c. studies. Structures of the title compounds are established by IR, PMR and mass spectral studies and microestimation data of nitrogen.

Syntheses of 1,5-Benzothiazepines: Part XXXVI—Syntheses and Antimicrobial Evaluation of 2-(2-Chlorophenyl)-4-(4-chlorophenyl/2-thienyl)-2,5-dihydro-8-substituted-1,5-benzothiazepines

Six 5-substituted-2-aminobenzenethiols have been reacted with 3-(2-chlorophenyl)-1-(4-chlorophenyl)-2-propenone and 3-(2-chlorophenyl)-1-(2-thienyl)-2-propenone in dry ethanol saturated with dry HCl gas, to obtain twelve new compounds, 8-substituted-2-(2-chlorophenyl)-4-(4-chlorophenyl/2-thienyl)-2,5-dihydro-1,5-benzothiazepines in satisfactory yields. The structures of the final products have been assigned by elemental microanalyses data for elements, C, H, and N and by IR, 1 H NMR, and mass spectroscopies. The synthesized compounds have been evaluated for their relative antimicrobial activity against the gram-positive bacteria, Staphylococcus aureus, gram-negative bacteria, Pseudomonas aeruginosa and the fungus, Candida albicans. The compounds have been found to show little antibacterial activity, but interestingly, showed significant antifungal activity.