Marae, Islam S. published the artcileSynthesis, characterization and crystal structure of some novel partially hydrogenated isoquinolines and their fused heterocyclic systems, Application of 2-Chloroacetamide, the publication is Journal of Heterocyclic Chemistry (2022), 59(7), 1230-1240, database is CAplus.
Ketonic hydrolysis of 7-acetyl-4-cyano-1,6-dimethyl-6-hydroxy-8-phenyl-5,6,7,8-tetrahydro-isoquinoline-3(2H)-thione via heating with aqueous solution of potassium hydroxide resulted in both deacetylation and dehydration affording new 7,8-dihydroisoquinoline scaffold (7,8-DHISQ) I. Two simple mechanistic approaches are postulated for this synthesis. One of them was supported by converting II into I via heating with aqueous solution of potassium hydroxide. I was used as a key intermediate for synthesizing other 7,8-DHISQ’s III and IV, as well as 7,8-dihydrothienoisoquinoline. Reaction of compound II with 2-chloroacetamide by refluxing in ethanol containing sodium acetate gave 7-acetyl-1-amino-5,8-dimethyl-6-phenyl-6,7-dihydrothieno[2,3-c] isoquinoline-2-carboxamide which was converted into full aromatized pyrimidothienoisoquinoline on treatment with tri-Et orthoformate. Reaction of II with both hydrazine hydrate and hydroxylamine hydrochloride afforded tetrahydropyrazolo-isoquinoline and tetrahydroisoxazoloisoquinoline, resp. Reaction of tetrahydroisoxazoloisoquinoline with N-(4-chlorophenyl)-2-chloroacetamide produced (N-phenylcarbamoylmethylthio)tetra-hydroisoxazoloisoquinoline which was converted into tetrahydroisoxazolothieno-isoquinoline upon heating with sodium ethoxide. Also, crystal structures of compounds III and another tetrahydropyrazoloisoquinoline were determined via X-rays diffraction anal.
Journal of Heterocyclic Chemistry published new progress about 79-07-2. 79-07-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Aliphatic hydrocarbon chain,Amide,Inhibitor, name is 2-Chloroacetamide, and the molecular formula is C2H4ClNO, Application of 2-Chloroacetamide.
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