3430-21-5Relevant articles and documents
Synthesis and reactions of some heterocyclic azacyanines
Huang,Haddadin,Olmstead,Kurth
, p. 1310 - 1315 (2001)
The one-step reaction of some amino-substituted heterocycles with diiodomethane to give azacyanines is reported. This useful reaction is of wider application than initially reported and includes the synthesis of new substituted pyrido-, isoquino-, benzimadazo-, and benzothiazoazacyanines 7. Furthermore, treatment of these azacyanines with base generally affects a facile opening of the dihydrotriazinium ring resulting in the formation of new heterocycles 10, 11, and 12, which would be difficult to prepare by other means. This reaction takes an additional direction in the case of halo-substituted azacyanines 7b/c/d where treatment with base gives rise to new interesting derivatives of dipyridotriazines 14b/c/d.
Preparation method of 2, 5-dibromo-3-methylpyridine
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Paragraph 0017; 0020-0021; 0023-0024; 0026-0027, (2020/03/09)
The invention belongs to the field of organic synthesis, and particularly relates to a preparation method of 2, 5-dibromo-3-methylpyridine. The preparation method comprises the following steps: (1) adding 2-amino-3-methylpyridine and acetic anhydride into a four-neck flask, heating to reflux, and carrying out thin-layer chromatography tracking reaction; (2) when the temperature of a reaction liquid obtained in the step (1) is reduced to 20-25 DEG C, dropwise adding liquid bromine, reacting for 2-3 hours at 50-60 DEG C after dropwise adding of liquid bromine, adding water until all solids are dissolved, dropwise adding a sodium hydroxide solution, continuously reacting for 30 minutes after dropwise adding, and carrying out suction filtration, drying and recrystallization to obtain 2-amino-3-methyl-5-bromopyridine; and (3) adding the obtained 2-amino-3-methyl-5-bromopyridine into a hydrogen bromide solution, dropwise adding a saturated sodium nitrite solution under the catalysis of cuprous bromide, controlling the temperature to be -5 to 10 DEG C, and reacting for 2 to 4 hours to obtain 2, 5-dibromo-3-methylpyridine. The method provided by the invention has the beneficial effects ofmild reaction conditions, high yield, low cost and short process route, and is suitable for industrial production.
Synthesis method of (5-bromo-3-methyl-pyridine-2-yl)-methylamine
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Paragraph 0031-0033; 0042-0044; 0049-0051; 0056-0058, (2019/12/25)
The invention discloses a synthesis method of (5-bromo-3-methyl-pyridine-2-yl)-methylamine. The synthesis method includes: taking 2-amino-3-methylpyridine as the starting raw material, and carrying out bromination, diazotization, bromination and methylamination reactions to obtain (5-bromo-3-methyl-pyridine-2-yl)-methylamine. The method designs a brand-new synthetic route, has the characteristicsof mild reaction conditions, high product purity, and easily available starting raw material 2-amino-3-methylpyridine, and is easy for industrial production.