Issue 6, 1976
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Reactions of heterocycles with thiophosgene. Part VI. Reactions of tetrahydropyrazolo[1,5-c]quinazolines

Roy Hull  and  Michael L. Swain  

Abstract

o-Isothiocyanato-trans-cinnamaldehyde (3), derived from quinoline, thiophosgene, and base, reacts with hydrazine to give 6,10b-dihydropyrazolo[1,5-c]quinazoline-5(1H)-thione (6), which is reduced by sodium borohydride to the 2,3,6,10b-tetrahydro-derivative (12) and undergoes ring fission with alkali to give 1,2,3,4-tetrahydro-2-thioxoquinazolin-4-ylacetic acid (25). Alkylation, acylation, sulphur replacement, esterification, ring formation, and rearrangement reactions of compounds (6), (12), and (25) are described. Some analogous reactions have been carried out with 4-methyl- and 6-methoxy-quinolines.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19760000653
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 653-660

Permissions

Request permissions

Reactions of heterocycles with thiophosgene. Part VI. Reactions of tetrahydropyrazolo[1,5-c]quinazolines

R. Hull and M. L. Swain, J. Chem. Soc., Perkin Trans. 1, 1976, 653 DOI: 10.1039/P19760000653

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements