6959-47-3Relevant articles and documents
Synthesis method of 2-chloromethylpyridine hydrochloride
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Paragraph 0018-0024, (2020/05/05)
The invention belongs to the field of organic synthesis, and specifically relates to a synthesis method of 2-chloromethylpyridine hydrochloride. The synthesis method comprises the following steps: (1)taking 2-methylpyridine as a raw material and reacting 2-methylpyridine with hydrogen peroxide in the presence of acetic acid to generate oxynitride-2-methylpyridine, wherein the molar ratio of 2-methylpyridine: acetic acid: hydrogen peroxide is 1: (1-1.1): (1.3-1.5), the oxidation reaction temperature is 70-80 DEG C, and the reaction time is 10-14 h; (2) carrying out reactions between oxynitride-2-methylpyridine and glacial acetic acid to generate methyl 2-pyridylacetate; (3) hydrolyzing methyl 2-pyridylacetate to obtain 2-pyridylcarbinol; and (4) reacting 2-pyridylcarbinol with thionyl chloride to obtain the target product namely 2-chloromethylpyridine hydrochloride, wherein the molar ratio of 2-pyridylcarbinol to the thionyl chloride is 1: (1.1-1.3). The preparation method provided bythe invention is high in yield, low in cost, mild in reaction conditions and easy for industrial production.
Synthesis method of 2-chloromethylpyridine hydrochloride
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Paragraph 0018-0024, (2019/05/28)
The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of 2-chloromethylpyridine hydrochloride. The synthesis method includes following steps: (1), taking 2-methylpyridine as a raw material, reacting with hydrogen peroxide in an acetic acid condition to generate nitrogen oxide-2-methylpyridine, wherein a molar ratio of 2-methylpyridine, acetic acidand hydrogen peroxide is 1:1-1.1:1.3-1.5, temperature of oxidizing reaction is 70-80 DEG C, and reaction time is 10-14h; (2), allowing nitrogen oxide 2-methylpyridine to react with glacial acetic acid to generate 2-methyl pyridylacetate; (3), hydrolyzing 2-methyl pyridylacetate into 2-pyridinemethanol; (4), allowing 2-pyridylacetate to react with thionyl chloride to obtain a target product-2-chloromethylpyridine hydrochloride, wherein a molar ratio of 2-pyridinemethanol to thionyl chloride is 1:1.1-1.3. The preparation method is high in yield, low in cost, mild in reaction condition and easyin industrial production.
Facial triad modelling using ferrous pyridinyl prolinate complexes: Synthesis and catalytic applications
Moelands, Marcel A. H.,Schamhart, Daniel J.,Folkertsma, Emma,Lutz, Martin,Spek, Anthony L.,Klein Gebbink, Robertus J. M.
, p. 6769 - 6785 (2014/05/06)
A series of new chiral pyridinyl prolinate (RPyProR) ligands and their corresponding Fe(ii) triflate and chloride complexes are reported. The ligands possess an NN′O coordination motif, as found in the active site of non-heme iron enzymes with the so-called 2-His-1-carboxylate facial triad. The coordination behaviour of these ligands towards iron turned out to be dependent on the counter ion (chloride or triflate), the crystallization conditions (coordinating or non-coordinating solvents) and the presence of substituents on the ligand. In combination with Fe(ii)(OTf)2, coordinatively saturated complexes of the type [Fe(L)2](OTf)2 are formed, in which the ligands adopt a meridional coordination mode. The use of FeCl 2 in a non-coordinating solvent leads to 5-coordinated complexes [Fe(L)(Cl)2] with a meridional N,N′,O ligand. Crystallization of these complexes from a coordinating solvent leads to 6-coordinated [Fe(L)(solv)(Cl)2] complexes (solv = methanol or acetonitrile), in which the N,N′,O ligand is coordinated in a facial manner. For RPyProR ligands bearing a 6-Me substituent on the pyridine ring, solvent coordination and, accordingly, ligand rearrangement are prevented by steric constraints. The complexes were tested as oxidation catalysts in the epoxidation of alkene substrates in acetonitrile with hydrogen peroxide as the oxidant under oxidant limiting conditions. The complexes were shown to be especially active in the epoxidation of styrene type substrates (styrene and trans-beta-methylstyrene). In the best case, complex [Fe(6-Me-PyProNH2)Cl2] (15) allowed for 65% productive consumption of hydrogen peroxide toward epoxide and benzaldehyde products. This journal is the Partner Organisations 2014.