Kwapiszewski, Wincenty; Stanczak, Andrezej; Groszkowski, Stefan published an article about the compound: 2,3-Dihydrocinnolin-4(1H)-one hydrochloride( cas:137195-33-6,SMILESS:O=C1CNNC2=C1C=CC=C2.[H]Cl ).Name: 2,3-Dihydrocinnolin-4(1H)-one hydrochloride. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:137195-33-6) through the article.
Stirring 1,2,3,4-tetrahydrocinnolin-4-one (I) with BrCH2COCl (II) in H2O at 0° gave 76% III (X = Br, R = R1 = R2 = H). III (X = Cl, R1 = R2 = H; R = Cl, Me, MeO; R = R1 = H, R2 = Cl, Me; R = H, R1 = R2 = MeO) were prepared analogously in 49-74% yields from the appropriately substituted I and ClCH2COCl (IV). When I and II were refluxed 10 h in C6H6, diacetylation occurred to give 67% V (X = Br, R1 = R2 = H). V (X = Cl, R1 = R2 = MeO; R1 = H, R2 = Cl, Me) were prepared analogously. V (X = Cl, R1 = R2 = H) was obtained from the corresponding III and IV in the presence of Et3N. Refluxing I 10 h with ClCH2CH2COCl in C6H6 gave 54% VI, which was also obtained as a byproduct when a similar reaction was carried out at 0° in CHCl3; the main product (60% yield) was 2-(3-chloropropionyl)-1,2,3,4-tetrahydrocinnolin-4-one.
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Reference:
Cinnoline – Wikipedia,
Cinnoline – an overview | ScienceDirect Topics