Sodium Methoxide → 7-Chloro-2-methoxy-5-phenyl-3H-1,4-benzodiazepine

HRID 649262

Reaction equation

HRID 649262 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.[CH3:34][O-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([O:12][CH3:34])[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

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 149078867-chloro-2-di-(morpholino)phosphinyloxy-5-phenyl-3H-1,4-benzodiazepin

Product 1

HCID 6249427-Chloro-2-methoxy-5-phenyl-3H-1,4-benzodiazepine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 24.5 mg. (0.5 mmoles) of 7-chloro-2-di-(morpholino)phosphinyloxy-5-phenyl-3H-1,4-benzodiazepine in 5 ml. of methanol at room temperature was added 82 mg. (1.5 mmoles) of sodium methoxide. The mixture was left at room temperature overnight. Methanol was evaporated and the residue was slurried with ether. Insoluble salts were removed by filtration. The clear ether solution was evaporated. Crystallization of the residue from petroleum ether yielded a final product having a m.p. of 94°-97°.

Workup

  1. customMethanol was evaporated
  2. customInsoluble salts were removed by filtration
  3. customThe clear ether solution was evaporated
  4. customCrystallization of the residue from petroleum ether

Sources & evidence

ORD record
ord-17f948a8d4fd4ffc89a4c301235b8fc8
Source dataset
uspto-grants-1988_04
Patent number
US04739049

Linked notes

Loading…