Abstract:
A PROCESS FOR THE PRODUCTION OF 16A,17A-DIHYDROXY-19NOR-PROGESTERONE FROM A 3,5-IKETAL OF 4,5-SECO-ESTRANE3,5,17-TRIONE BY 17-CYANATION, 16-DEHYDRATION, METHYLATION, HYDROLYSIS OF THE KETALS, CYCLIZATION OF THE A RING AND HYDROXYLATION OF THE $16 BOND. THE INTERMEDIATES ARE ALSO PART OF THE DISCLOURE.
Abstract:
WHEREIN R" IS LOWER ALKYL AND R"'' IS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYLENE AND SUBSTITUTED LOWER ALKYLENE; AND A IS SELECTED FROM THE GROUP CONSISTING OF TWO HYDROGENS AND A DOUBLE BOND THESE COMPOUNDS ARE USEFUL AS INTERMEDIATES IN THE TOTAL SYNTHESIS OF STEROIDS, PARTICULARLY THOSE HAVING SUBSTITUENTS ON THE 17 CARBON ATOM.
=C(-O-R")2 AND =C WHREIN R'' REPRESENTS AN ALKYL HAVING FROM 1 TO 4 CARBON ATOMS; X REPRESENTS A MEMBER SELECTED FROM THE GROUP CONSISTING OF
X AND THE 9,11-POSITION IS A
3-(X=),13-R''-GON-4-EN-17-ONE WHERE C-4 IS REPLACED BY
THE PRESENT INVENTON RELATES TO 3,5-DIKETALS OF 4,5SECO-GONANE-3,517-TRIONES OF THE FORMULA
Abstract:
THIS INVENTION RELATES TO A PROCESS FOR THE PREPARATION OF CHLORINATED QUINOLINES OF THE FORMULA
4-CL,CL-QUINOLINE
WHEREIN THE CHLORINE ATTACHED TO THE BENZENE NUCLEUS IS IN A POSITION SELECTED FROM THE GROUP CONSISTING OF THE 5, 6, 7 AND 8 POSITIONS. THE SAID PROCESS INVOLVES REACTING A 2, 3 OR 4-CHLOROANILINE WITH A COMPOUND SELECTED FROM THE GROUP CONSISTING OF B-PROPIOLACTONE AND A COMPOUND OF THE FORMULA
CH2=CH-COOR
WHEREIN R IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND LOWER ALKYL, CYCLIZING THE 3-(CHLOROANILINO)PROPIONIC ACID FORMED WITH POLYPHOSPHORIC ACID, CHLORINATING THE RESULTING 5, 6, 7 OR 8-CHLORO-4-OXO-1,2,3,4TETRAHYDROQUINOLINE WITH PHOSPHORUS OXYCHLORIDE AND RECOVERING SAID CHLORINATED QUINOLINE. THE DICHLOROQUINOLINES ARE KNOWN PRODUCTS USEFUL AS INTERMEDIATES IN THE PRODUCTION OF KNOWN COMPOUNDS HAVING THERAPEUTIC ACTIVITY.