Abstract
The reaction of N-p-ethoxyphenylanthranilic acid 1 with phosphorus trichloride furnished the 2-chloro-1,3,2-benzoxazaphosphorin-6-one 2, which was allowed to react with bis-(2-chloroethyl)amine hydrochloride to form 3 by substitution at phosphorus. Treatment of 3 and the previously known N-p-fluorobenzyl-, N-p-chlorobenzyl- and N-o-chlorobenzyl-substiuted 1,3,2-benzodiazaphosphorin-4-ones 4–6 with the hydrogen peroxide/urea 1:1 adduct led to the phosphoryl species 7–10. The phosphoryl derivatives 14–16 were obtained by hydrolysis of the previously known λ3P-chloro derivatives 11–13 with small amounts of water. For the N-p-fluorobenzyl substituted compound 14 a single crystal X-ray structure determination showed a weak intermolecular P—H … O contact.
Key Words:
- 2-Chloro-3-p-ethoxyphenyl-4
- 5-benzo-1,3
- 2-oxazaphosphorin-6-one
- 2-bis(2-chloroethyl)-amino-3-p-ethoxyphenyl-4
- 5-benzo-1,3,2-oxazaphosphorin-6-one]
- 2-bis(2-chloroethyl)amino-4,5-benzo-1,3,2-oxazaphosphorin-6-on-2-oxide
- 2-bis(2-chloroethyl)amino-5
- 6-benzo-1,3,2-diazaphosphorin-4-on-2-oxides
- x-ray analysis
- 2-hydro-1,3,2-diazaphosphorin-4-on-2-oxides