HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 3-(dimethylphosphinyl)-propyl N-(7-chloro-4-quinolyl)-anthranilate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Allyl 7-chloro-4-quinolyl-anthranilate | HCID 12669156 | — |
| Reactant | methylphosphonoylmethane | HCID 178503022 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(dimethylphosphinyl)-propyl N-(7-chloro-4-quinolyl)-anthranilate | HCID 12669153 | — |
Reaction Steps
A mixture of 3.37 grams (0.01 mol) of allyl 7-chloro-4-quinolyl-anthranilate (melting point 112° C) dissolved in 60 ml of toluene and 1.17 grams (0.015 mol) of dimethylphosphine oxide is heated to 100° C. 30 mg of α,α'-azo-bis-isobutyronitrile in 10 ml of toluene are then added dropwise to catalyse the addition of the dimethylphosphine oxide to the allyl double bond. From the cooled solution, 3-(dimethylphosphinyl)-propyl N-(7-chloro-4-quinolyl)-anthranilate is isolated; melting point 162° C (after recrystallisation from acetone); yield: 3.58 grams (86% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04091095 |
| Source dataset | uspto-grants-1978_05 |
| ORD ID | ord-09880d6cf1c94983ae69e6d795528ae9 |
| Source note | uspto-grants-1978_05 |