𝔖 Bobbio Scriptorium
✦   LIBER   ✦

2,4,6-trichloropyrimidine. Reaction with anilines

✍ Scribed by Jennifer M. Schomaker; Thomas J. Delia

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
485 KB
Volume
37
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The reaction of 2,4,6‐trichloropyrimidine 1 with a variety of 4‐substituted anilines 2 has been investigated. Monosubstitution occurs readily for all anilines except those containing strongly electron‐withdrawing groups. The yields of the isomeric products 3 and 4 parallel the Hammet constants of the ring substituents. The main product when ethanol was used as the solvent was the 4‐substituted‐2,6‐dichloropyrimidine 3. Spectral and X‐ray data confirmed this assignment. However, a solvent dependence on the 3:4 ratio was demonstrated. In some cases, excess aniline under forcing conditions led to 2,4‐disubstituted products.

📜 SIMILAR VOLUMES

ChemInform Abstract: 2,4,6-Trichloropyri
ChemInform Abstract: 2,4,6-Trichloropyrimidine. Reaction with Anilines.
✍ Jennifer M. Schomaker; Thomas J. Delia 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 28 KB 👁 2 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

2,4,6-Trichloropyrimidine. Reaction with
2,4,6-Trichloropyrimidine. Reaction with sodium amide
✍ Thomas J. Delia; Bernard R. Meltsner; Jennifer M. Schomaker 📂 Article 📅 1999 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 217 KB

## Abstract The first reaction between 2,4,6‐trichloropyrimidine 1 and anionic nitrogen nucleophiles is described. Treatment of 1 with one equivalent of sodium amide gave mixtures of 4‐amino‐2,6‐dichloropyrimidine 2 and 2‐amino‐4,6‐dichloropyrimidine 3. Additional quantities of sodium amide failed

2,4,6-trichloropyrimidine. Reaction with
2,4,6-trichloropyrimidine. Reaction with 4-substituted phenolate ions
✍ Thomas J. Delia; A. Nagarajan 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 375 KB

## Abstract A systematic investigation of the reactivity of 2,4,6‐trichloropyrimidine with phenoxide nucleophiles has been conducted. Conditions have been described which lead to mono‐, di‐, and trisubstituted‐pyrimidines. Unexpected product distributions for mono‐ and disubstituted products were o

Novel synthetic route for 5-substituted
Novel synthetic route for 5-substituted 6-arylmethylluracils from 2,4,6-trichloropyrimidines
✍ Yasser M. Loksha 📂 Article 📅 2009 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 124 KB

## Abstract magnified image Treatment of 2,4,6‐trichloropyrimidines (**1a**, **1b**) with the sodium salt of benzyl cyanide derivatives (**2a**, **2b**) afforded 5‐substituted 4‐aryl(cyanomethyl)‐2,6‐dichloropyrimidines (**3a**, **3b**, **3c**, **3d**, **3e**, **3f**). Compounds **3a**, **3b** were