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Reaction of 4,5-dichloro-2-chloromethylpyridazin-3(2H)-one with phenols
✍ Scribed by Seung-Beom Kang; Song-Eun Park; Hyung-Geun Lee; Bo Ram Kim; Kwang-Ju Jung; Ju-Eun Won; Min-Jung Kim; Yong-Jin Yoon
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 78 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.83
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✦ Synopsis
Abstract
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The regiochemistry was investigated for the reaction of 2‐chloromethyl‐4,5‐dichloropyridazin‐3(2__H__)‐one (1**)** with some phenols 2 in the presence of a base in organic solvents. Seven diphenoxy derivatives 5 were synthesized selectively from 1 and phenols 2 under two optimized conditions. The product distributions of these reactions are dependent on the base, the solvent, and/or the substitutes of phenols. J. Heterocyclic Chem., (2009).
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## Abstract 1,2,4‐Triazin‐5(2__H__)‐ones 1 react as well with phenols, resorinol and its dimethyl ethers, as with dimethyland diethylaniline, yielding 6‐aryl‐1,6‐didydro‐1,2,4‐triazin‐5(2__H__)‐ones 2, 4–8, 12–15. Oxidation of the 1,6‐dihydroadducts 2a,b gives the corresponding 3‐aryl‐6‐hydroxyphen
## Abstract This paper presents the methoxylation of 4,5‐dichloro‐2‐methyl‐6‐nitropyridazin‐3‐one with potassium carbonate/methanol.