✦ LIBER ✦

Novel synthesis of some 1, 2-benzisothiazoline derivatives: Cyclization of ortho-sulfamoylcinnamates by the michael reaction

✍ Scribed by B. K. Rao; Glenn H. Hamor

Publisher: John Wiley and Sons
Year: 1969
Tongue: English
Weight: 259 KB
Volume: 58
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600580528

No coin nor oath required. For personal study only.

✦ Synopsis

A new synthetic route for the preparation of the alkyl esters of 1,2-benzisothiazoline-3-acetic acid 1,l-dioxide (111) is described in this paper. In attempts to prepare the alkyl esters of ortho-sulfamoylcinnamic acid (11) by the procedure of Leov and Kormendy, the authors observed that the compounds obtained were not the expected cinnamic acid derivatives (II), but the derivatives of 1,2-benzisothiazoline (111). The 1,2-benzisothiazoline derivatives (111) are believed to have formed as a result of an intramolecular rearrangement of the cinnamates (11) by a mechanism similar to the Michael reaction. Proof of the chemical structures is provided by UV, IR, NMR, and X-ray crystallographic studies. Six compounds were synthesized and tested for antielectroshock activity in addition to a general pharmacological screening. One compound showed a slight antielectroshock activity in mice, but in general, the compounds did not possess any significant pharmacological activity.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis and Antim

ChemInform Abstract: Synthesis and Antimicrobial Activity of Some Novel Derivatives of Benzofuran. Part 2. The Synthesis and Antimicrobial Activity of Some Novel 1-(1-Benzofuran-2-yl)-2-mesitylethanone Derivatives.

✍ Cumhur Kirilmis; Misir Ahmedzade; Sueleyman Servi; Murat Koca; Ahmet Kizirgil; C 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

Cyclization Reactions of Hydrazones. Par

Cyclization Reactions of Hydrazones. Part 28. Synthesis of Some [1,2,4]Triazino[5,6-b]quinoline Derivatives.

✍ Jakub Styskala; Antonin Lycka; Jan Slouka 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 126 KB

The synthesis and some reactions of nove

The synthesis and some reactions of novel pyridine-2(1H)-thiones

✍ Dr. A. D. Dunn; R. Norrie; J. L'Hostis; S. Marjot 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 524 KB

ChemInform Abstract: Synthesis of Pyrazo

ChemInform Abstract: Synthesis of Pyrazolidine, 1-Pyrazoline, 2-Pyrazoline Derivatives by Selenium-Induced Cyclization of Homoallylhydrazines.

✍ Michael Ternon; Francis Outurquin; Claude Paulmier 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of 1,3,4-thiadiazole derivativ

Synthesis of 1,3,4-thiadiazole derivatives by the reaction of thiosemicarbazide or its 1- or 4-substituted derivatives with some 1-bromo-2-acylacetylenes

✍ A. S. Nakhmanovich; T. E. Glotova; T. N. Komarova; M. V. Sigalov; L. S. Romanenk 📂 Article 📅 1990 🏛 Springer US 🌐 English ⚖ 191 KB

Synthesis of 1,3,4-thiazole derivatives

Synthesis of 1,3,4-thiazole derivatives by the reaction of thiobenzhydrazide with some acylacetylenes

✍ T. E. Glotova; A. S. Nakhmanovich; M. V. Sigalov 📂 Article 📅 1989 🏛 Springer US 🌐 English ⚖ 338 KB

SYNTHESIS OF 1,3,4-THIAZOLE DERIVATIVES BY THE REACTION OF THIOBENZHYDRAZIDE WITH SOME ACYLACETYLENES T. E. Glotova, A. S. Nakhmanovich, and M. V. Sigalov UDC 547~ 2'314.2:543.422 2-Acylmethyl-5-phenyl-and 3-acylvinyl-2-acylmethyl-5-phenyl-l,3,4-thiadiazol-4ines were obtained by the reaction of term