90490-48-5Relevant articles and documents
Organphosphorus Compounds. XVIII. Synthesisi of 2-Phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-Sulfide by Pyrolysis of (2-Aminobenzyl)phenyldithiophosphonic Acid
Collins, David J.,Drygala, Peter F.,Swan, John M.
, p. 2095 - 2110 (2007/10/02)
Reaction of 2-phthalimidobenzyl bromide (12b) with the dialkyl phenylphosphonites (13a-c) afforded the corresponding alkyl phosphinates (14a-c) which upon hydrazinolysis yielded the respective (2-aminobenzyl)phenylphosphinates (16a-c).Reduction of the phosphinates (16a) or (16b) with lithium aluminium hydride gave (2-aminobenzyl)phenylphosphine (15), characterized by its conversion into crystalline 2,3-diphenyl-1,2,3,4-tetrahydro-1,3-benzazaphosphorine (18). (2-Aminobenzyl)phenylphosphine (15) was heated with sulfur in benzene under reflux for 30 min to give 80percent of (2-aminobenzyl)phenyldithiophosphinic acid (20) which when heated between 100-200 deg in vacuum underwent elimination of hydrogen sulfide to yield 2-phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-sulfide (22a).Several other new phosphorus compounds are described.An attempt to prepare a 1H-1,2-benzazaphosphole derivative by photolysis of methyl benzylphosphonic azide (7) was unsuccessful.
