1608-82-8Relevant academic research and scientific papers
Synthesizing method for 4-amino-2-methyl-5-(brooethyl) pyrimidine hydrobromide
-
Paragraph 0031; 0032-0086; 0089; 0094; 0099, (2018/03/01)
The invention discloses a synthesizing method for 4-amino-2-methyl-5-(brooethyl) pyrimidine hydrobromide. The method comprises the following steps: acquiring formylated midbody sodium salt A by reacting 3-methoxypropionitrile with ethyl formate under the effect of sodium methylate; reacting the midbody sodium salt A with dimethyl sulfate, thereby acquiring a midbody B; condensing the midbody B with acetamidine hydrochloride, thereby acquiring a midbody C; and reacting the midbody C with hydrobromic acid, thereby acquiring a target product 4-amino-2-methyl-5-(brooethyl) pyrimidine hydrobromide I. According to the invention, the raw material source is wide and the cost is low; the synthesizing method is simple in production operation and has low requirement for processing equipment; the rigorous production conditions, such as, anhydrous condition, anaerobic condition and high-pressure hydrogenation, are not required; the reaction condition is mild; the method is easy for large-scale industrial production; the process is simple; the production period is short; the production efficiency is high; the production method is green and environmentally friendly and is suitable for large-scale industrial production.
Syntheses of Antibacterial 2,4-Diamino-5-benzylpyrimidines. Ormetoprim and Trimethoprim
Manchand, Percy S.,Rosen, Perry,Belica, Peter S.,Oliva, Gloria V.,Perrotta, Agostino V.,Wong, Harry S.
, p. 3531 - 3535 (2007/10/02)
A general and mild method for the synthesis of 2,4-diamino-5-benzylpyrimidines was achieved by the Friedel-Crafts reaction between 2-(methoxymethylene)-3-methoxypropanenitrile (10) and an activated aromatic substrate followed by treatment with guanidine.The method is illustrated by a synthesis of ormetoprim (2) in 75percent overall yield from 3,4-dimethoxytoluene (12).Efficient syntheses of trimethoprim (1) and 2 were also accomplished via prior base-catalyzed 1,3-prototropic isomerization of cinnamonitriles 19 and 20, respectively, followed by condensation with guanidine. 12 was prepared from 3-bromo-4-methoxytoluene by a Cu(I)-catalyzed displacement of bromine by methoxide and 4,5-dimethoxy-2-methylbenzaldehyde was obtained from 12 in 87percent yield by a pyridine-catalyzed Vilsmeier reaction using DMF-POCl3.
Process for substituted 5-benzyl-2,4-diamino-pyrimidines
-
, (2008/06/13)
A process for preparing a compound of the formula STR1 wherein R1 and R2 are lower alkoxy or taken together are METHYLENEDIOXY; R3 is lower alkyl or hydrogen, which comprises the step of reacting an aromatic compound of the formula STR2 wherein R1, R2 and R3 are as previously described, with a diamino-pyrimidine of the formula STR3 wherein R4 is lower alkoxy, benzyloxy, hydroxy or halogen, in the presence of an inorganic or organic acid selected from the group consisting of ortho-phosphoric acid, poly-phosphoric acid, hydrohalic acids and tri-haloacetic acids, at a temperature in the range of from about 50° C. to about 110° C., is described.
