Patent ID: 7582751

Claim:
A method of making a porphyrin of Formula I: wherein: A is aryl; B is H, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl, cycloalkylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl, alkoxy, halo, mercapto, azido, cyano, hydroxyl, nitro, acyl, alkoxy, alkylthio, amino, alkylamino, arylalkylamino, disubstituted amino, acylamino, acyloxy, amide, sulfonamide, urea, alkoxylacylamino, aminoacyloxy, hydrophilic groups, surface attachment groups, cross-coupling groups or bioconjugatable groups; R 1 is selected from the group consisting of H, alkyl and aryl; R 2 , R 3 , R 4 , R 5 , R 7 , R 8 , R 9 , and R 10 are each independently selected from the group consisting of H, halo, loweralkoxy, and loweralkylthio; and M is a metal or a pair of hydrogen atoms; said method comprising: (a) condensing (i) a bis(imino)dipyrromethane of Formula II: wherein: R is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl, cycloalkylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl, alkoxy, or acyl; and A, R 1 , R 2 , R 3 , R 4 , and R 5 are as given above, with (ii) a dipyrromethane of Formula III: wherein B, R 7 , R 8 , R 9 and R 10 are as given above in an organic solvent containing a metal salt to produce a reaction product; then (b) optionally oxidizing said reaction product with an oxidizing agent; and then (c) optionally demetallating said reaction product to produce the porphyrin of Formula I.