HCID 20317279, compound → HCID 20317275, compound

HRID 867058Notes

Reaction equation

HRID 867058 reaction equation
[N:1]([CH2:4][C:5](=[N:9][C:10]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:11]=1[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O)[O:6][CH2:7][CH3:8])=[N+]=[N-]>[Ni].C(O)C>[Cl:24][C:21]1[CH:22]=[CH:23][C:10]2[N:9]=[C:5]([O:6][CH2:7][CH3:8])[CH2:4][N:1]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:11]=2[CH:20]=1

Participants

4

Reactant 1

HCID 20317279HCID 20317279, compound

Product 1

HCID 20317275HCID 20317275, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.35 part of 2-(2-azido-1-ethoxyethylideneamino)-5-chlorobenzophenone produced in Step (2) in 10 parts by volume of ethanol is added 2 parts by volume of Raney nickel washed sufficiently with ethanol. The mixture is refluxed for 25 minutes and filtered to remove the Raney nickel. The filtrate is evaporated under reduced pressure and 7-chloro-2-ethoxy-5-phenyl-3H-1,4-benzodiazepine is obtained as an oily substance.

Workup

  1. washwashed sufficiently with ethanol
  2. temperatureThe mixture is refluxed for 25 minutes
  3. filtrationfiltered
  4. customto remove the Raney nickel
  5. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-c48e0ac05f434b52add278e0fdd68ac6
Source dataset
uspto-grants-1978_07
Patent number
US04102881

Reaction notes

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