1,3,4-Thia- and -selenadiazole and 1,2,4-triazolo[4,3-a]pyrimidine derivatives from hydrazonoyl halides
✍ Scribed by Nadia A. Abdel-Riheem; Nora M. Rateb; Ali A. Al-Atoom; Abdou O. Abdelhamid
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- English
- Weight
- 106 KB
- Volume
- 14
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.10156
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
1,2,4‐Triazolo[4,3‐a]pyrimidines, thiadiazolines, selenadiazolines, and unsymmetrical azines were synthesized via reactions of a 4‐isopropylbenzoyl bromide 4‐nitrophenylhydrazone with each of potassium thiocyanate, potassium selenocyanate, ethyl 6‐methyl‐4‐[4‐(methylethyl)phenyl]‐2‐methylthio‐3,4‐dihydropyrimidine‐5‐carboxylate, and alkyl carbodithioate. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:421–426, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10156
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## Abstract The reaction of 1,2‐dihydro‐6‐(phenylamino)‐2‐thioxopyrimidin‐4(3__H__)one (**16**) with __N__‐arylhydrazonoyl halides **15** in CHCl~3~ in the presence of Et~3~N under reflux afforded the corresponding 1,2,4‐triazolo[4,3‐__a__]pyrimidin‐5‐ones of type **20** in good yields (__Scheme 3_
## Abstract The 7‐chloro‐3‐(2‐chlorobenzyl)‐ and 7‐chloro‐3‐(2‐fluorobenzyl)‐1,2,3‐triazolo[4,5‐__d__]pyrimidines (**1** and **4**), by nucleophilic replacement with some hydrazides, gave the corresponding 7‐hydrazidoderivatives (**2a‐e** and **5a‐e**). These, by heating in Dowtherm, underwent an i