Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([O:12]P(N3CCOCC3)(N3CCOCC3)=O)[CH2:9][N:8]=[C:7]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:6]=2[CH:33]=1.C(N(CC)CC)C.[CH2:41](O)[CH2:42][OH:43]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([O:12][CH2:41][CH2:42][OH:43])[CH2:9][N:8]=[C:7]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:6]=2[CH:33]=1Participants
4
Procedure
A suspension of 1.95 g (4.0 mmoles) of 7-chloro-2-di-(morpholino)phosphinyloxy-5-phenyl-3H-1,4-benzodiazepin in 10 ml of ethylene glycol containing 4 ml of triethylamine was heated on a steam bath for 2 hrs. A clear solution formed soon after heating began. Triethylamine was removed in vacuo. The ethylene glycol solution was poured into ice water precipitating solids which were collected and washed thoroughly with water. Remaining water was removed from the solid by dissolving in solid in ether, drying over sodium sulfate and evaporation of ether. Crystallization of the residue from ether-hexane gave colorless prisms, mp 142°-144°.
Workup
- temperaturewas heated on a steam bath for 2 hrs
- customA clear solution formed soon
- temperatureafter heating
- customTriethylamine was removed in vacuo
- additionThe ethylene glycol solution was poured into ice water precipitating solids which
- customwere collected
- washwashed thoroughly with water
- customRemaining water was removed from the solid
- dissolutionby dissolving in solid in ether
- dry with materialdrying over sodium sulfate and evaporation of ether
- customCrystallization of the residue from ether-hexane
- customgave colorless prisms, mp 142°-144°
Sources & evidence
- ORD record
- ord-8d84581afc1947669a234219566ec716
- Source dataset
- uspto-grants-1988_04
- Patent number
- US04739049
Linked notes
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