Methanol → 2-Methoxy-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one

HRID 1763240Notes

Reaction equation

HRID 1763240 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]=[C:7](NCN=O)[CH2:8][C:9](=[O:17])[N:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.C(N(CC)CC)C.[CH3:31][OH:32]>>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]=[C:7]([O:32][CH3:31])[CH2:8][C:9](=[O:17])[N:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 8471TriethylamineHCID 1785263748-chloro-4-(nitrosomethylamino)-1-phenyl-3H-1,5-benzodiazepin-2-one

Product 1

HCID 203293162-Methoxy-7-chloro-5-phenyl-3H-1,5-benzodiazepin-4-one

Procedure

A mixture of 3.3g (0.01M) of 7-chloro-3,5-dihydro-2-(N-nitrosomethylamino)-5-phenyl-4H-1,5-benzodiazepin-4-one, 5 ml of triethylamine and 50 ml. of methanol was heated to reflux for 2 hrs. The solvents were evaporated under reduced pressure and the residue was crystallized from ether/hexane to yield the above named product, m.p. 136°-138°.

Workup

  1. temperatureto reflux for 2 hrs
  2. customThe solvents were evaporated under reduced pressure
  3. customthe residue was crystallized from ether/hexane
  4. customto yield the above named product, m.p. 136°-138°

Sources & evidence

ORD record
ord-0764c9a458584342b755edae400cafcd
Source dataset
uspto-grants-1978_09
Patent number
US04111934

Reaction notes

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