
TY  - JOUR
A1  - Harnden, MR 
A1  - Hurst, DT 
T1  - The Synthesis and Chlorination of Some Pyrimidin-4-ols Having 5-Nitrogen Functionality
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1990
VL  - 43
IS  - 1
SP  - 47
EP  - 53
KW  - 
UR  - https://doi.org/10.1071/CH9900047 
N2  - Syntheses of a number of pyrimidin-4-ols having 5-nitrogen functionality are described. Phosphorus oxychloride/diethylaniline chlorination of 6-amino-2-methylthio-5-nitropyrimidin-4-ol gave the corresponding 6-chloro derivative. However, 2-amino-6-methylthio-5-nitropyrimidin-4-ol failed to yield a 4-chloro derivative under the same conditions. Similar chlorination of 2,5-diaminopyrimidine-4,6-diol gave a poor yield of the 4,6-dichloro product but under these conditions 2-amino-5-benzoylaminopyrimidine-4,6-diol* gave 7-chloro-2-phenyloxazolo[5,4-d]pyrimidin-5-amine. 5-Acetylamino-2-methylthiopyrimidine-4,6-diol yielded 7-chloro-2- methyl-5-methylthiooxazolo[5,4-d] pyrimidine as the major product together with some 5-acetylamino-4,6-dichloro-2-methylthiopyrimidine under the same chlorination conditions. 
ER  -

