Adding a certain compound to certain chemical reactions, such as: 33786-89-9, name is 5-Chloro-m-phenylenediamine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 33786-89-9, Formula: C6H7ClN2
4-Chloro-6,7-dimethoxyquinazoline (200 mg, 0.89 mmol) and 5-amino-3-chloroaniline (253 mg, 1.78 mmol)were combined in isopropanol (3 mL) and heated to reflux for 16 hours under an atmosphere of dry nitrogen. After coolingto 20C the mixture was diluted with methanol (5 mL) and the resulting precipitate was filtered and dried, in vacuo, toafford 252 mg (77%) of (3-amino-5-chlorophenyl)-(6,7-dimethoxyquinazolin-4-yl)amine hydrochloride (mp. 298-301 C;LC-MS: 331 (MH+)). A portion of this product (175 mg, 0.476 mmol) was dissolved in 80% acetic acid/H2O (12 mL),cooled to 0C, and a solution of NaNO2 (36 mg, 0.516 mmol) in H2O (300 mL) was added. The solution was stirred for10 minutes at 0C and NaN3 (33 mg, 0.50 mmol) in H2O (300 mL) was added. The reaction mixture was allowed to warmto 20C and stirred 16 hours. The resulting precipitate was filtered and dissolved in 10% methanol in CHCl3 and thesolution was washed with saturated aqueous NaHCO3, and brine, dried over Na2SO4, filtered and concentrated in vacuoto yield 59 mg (35%) of the title product as a yellow solid; mp 205-206C.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-m-phenylenediamine, and friends who are interested can also refer to it.
Reference:
Patent; Pfizer Products Inc.; OSI Pharmaceuticals, LLC; Schnur, Rodney Caughren; Arnold, Lee Daniel; (28 pag.)EP2163546; (2016); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics