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Preparation of 2-methyl-3-(2-hydroxymethyl)phenyl-4(3H)-quinazalone: A metabolite of methaqualone

✍ Scribed by James A. Cella


Book ID
102404613
Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
122 KB
Volume
63
Category
Article
ISSN
0022-3549

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✦ Synopsis


The preparation of 2-methyl-3-(2-hydroxymethyl)phenyl-4(3H)-quinazalone (Ib), a metabolite of methaqualone [2methyl-3-0-tolyl-4(3H)-quinazalone] (Ia ), is described. Bromination of Ia is accomplished with Nbromosuccinimide in refluxing carbon tetrachloride. Solvolysis of this bromide (If) in buffered diglyme-water affords Ib in 86% yield. Keyphrases 2-Methyl-3-(2-hydroxymethyl)phenyl-4(3H)quinazalone-methaqualone metabolite, synthesis 0 Methaqualone-synthesis of metabolite 2-methyl-3-(2-hydroxymethyl)pheny I -4( 3 H ) -quinazalone


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Preparation of 2-phenyl-2-hydroxymethyl-
✍ Pavel Hradil; Lubomír Kvapil; Jan Hlaváč; TomአWeidlich; Antonín Lyčka; Karel L 📂 Article 📅 2000 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 448 KB 👁 1 views

## Abstract The cyclization of phenacyl anthranilate has been studied with the aim to develop the synthesis of 2‐(2′‐aminophenyl)‐4‐phenyloxazole. However, a different course of the reaction than expected was observed. 2‐Phenyl‐2‐hydroxymethyl‐4‐oxo‐1,2,3,4‐tetrahydroquinazoline (**3a**) was formed