Pyridazines. I. Synthesis and nucleophilic substitution of 3-chloromethylpyridazine was written by Novitskii, K. Yu.;Sadovaya, N. K.;Kas’yanova, E. F.;Semina, L. K.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1970.Recommanded Product: 27349-66-2 This article mentions the following:
To a solution of 15 ml SOCl2 in 20 ml anhydrous CHCl3 was added a solution of 12 g I (R = OH) in 60 ml anhydrous CHCl3 and the whole stirred 2 hr to yield 81% I.HCl (R = Cl) (II.HCl), m. 121-1.5° (EtOAc). This (3.3 g) in 30 ml MeOH was added dropwise to MeONa (from 1.84 g Na) in 30 ml anhydrous MeOH, and the whole stirred 30 min at room temperature and refluxed 4-5 hr to yield 76% I (R = OMe), b11 114-15°, d20 1.0978, n2oD 1.5077; picrate m. 87-8° (aqueous EtOH). Similarly was obtained 55% I (R = OEt), b7 108-9°, d20 1.0543, n20D 1.4990; picrate m. 103-4° (aqueous EtOH). To an emulsion of 0.69 g Na in 2 ml PhMe was added dropwise at 45-50° 3.3 g PhSH, stirring continued 4 hr, II (from 3.3 g II.HCl) in PhMe added, and the whole heated 2 hr on a boiling water bath to yield 96% I (R = SPh), m. 54-5.5° (petroleum ether); picrate m. 112-13° (EtOH). A mixture of 2.5 g II.HCl and 1.2 g (H2N)2CS in 300 ml anhydrous Me2CO was refluxed 10 hr to yield 92% I [R = SC(:NH)NH2.2HCl], m. 187-8° (decomposition) (hexane-MeOH). This (2.5 g) heated 1 hr on a boiling water bath with saturated K2CO3 solution gave 94% I (R = SH). II.HCl and the appropriate amine refluxed 3 hr in ether, C6H6 or in the amine gave the following I (R, b.p., mm, m.p./m.p. dipicrate, and % yield given): NEt2, 124-5°/6,-,145.5-6° (EtOH), 87; morpholino, 130-1°/1, 56-7°, 169-70° (EtOH), 85; 1 pyrrolidinyl, 115°/1.5, 51-2°, 148-9° (EtOH), 96. To a solution of 3.25 g NaCN in 5 ml H2O on a water bath was added 3.3 g II.HCl in 20 ml EtOH, and the whole refluxed 1 hr to yield 46% I (R = CN), m. 90-1° (C6H6); HCl salt m. 132-3° (EtOAc). This (1 g) in 15 ml 10% HCl heated 5 hr at 60° gave 100% I (R = H), m. 191-2° (Me2CO). In the experiment, the researchers used many compounds, for example, 3-(Chloromethyl)pyridazine hydrochloride (cas: 27349-66-2Recommanded Product: 27349-66-2).
3-(Chloromethyl)pyridazine hydrochloride (cas: 27349-66-2) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. The activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.Recommanded Product: 27349-66-2
Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem