| abstract |
WHEREIN R IS THE 2,1,3-BENZOTHIADIAZOL 5-YL GROUP. R-O-CH2-CH(-OH)-CN OR R-O-CH2-CO-CN R-O-CH2-CO-CH2-NO2, R-O-CH2-CH(-OH)-CH2-NO2, R-O-CH2-CO-CH-N2, R-O-CH2-CO-CN3, R-O-CH2-CO-CH=N-OH, 5-(3-SUBSTITUTED AMINO) - 2 - HYDROXYPROPOXY)-2,1,3BENZOTHIADIAZOLE COMPOUNDS WHICH EXHIBIT B-ADRENERGIC BLOCKING PROPERTIES AND THUS ARE USEFUL IN THE MANAGEMENT OF ANGINA PECTORIS ARE DISCRIBED. THE PRODUCTS ARE PREPARED BY ONE OF TWO PRINCIPAL METHODS (1) REACTION OF A 5-HYDROXY-2,1,3-BENZOTHIADIAZOLE WITH EPIHALOHYDRIN TO PROVIDE 5-(3-HALO-2-HYDROCYPROPOXY)-2,1,3-BENZOTHIADIAZOLE WHICH UPON TREATMENT WITH ALKALI, FORMS THE EPOXIDE WHICH IS THEN REACTED WITH AN AMINE TO PROVIDE THE DESIRED PRODUCT; AND (2) REDUCTIVE ALKYLATION OF AN |