HCID 20335745, compound → HCID 20335730, compound

HRID 2420483Notes

Reaction equation

HRID 2420483 reaction equation
[O:1]=[C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20]([Cl:23])=[N:19][C:8]=3[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N+:10]([O-])[CH2:11][C:5]2=[N:4][NH:3]1>[Ni].CN(C)C=O>[O:1]=[C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20]([Cl:23])=[N:19][C:8]=3[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:10][CH2:11][C:5]2=[N:4][NH:3]1

Participants

4

Reactant 1

HCID 20335745HCID 20335745, compound

Product 1

HCID 20335730HCID 20335730, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

33 grams of 1-keto-6-phenyl-8-chloro-1,2-dihydro-4H-s-triazolo-(4,3-a)-pyrido-(2,3-f)-(1,4)-diazepine-5-oxide were hydrogenated with 15 grams of Raney-nickel in 450 ml. of dimethyl formamide at 50 atmospheres absolute and 60°-70° C. After filtering off the catalyst with suction, the solution was concentrated to 100 ml., and then treated with water up to turbidity, whereupon the reaction product crystallized out. It was recrystallized from ethanol several times. Yield 15 grams; M.P. 222°-224° C.

Workup

  1. custom60°-70° C
  2. filtrationAfter filtering off the catalyst with suction
  3. concentrationthe solution was concentrated to 100 ml
  4. addition, and then treated with water up to turbidity, whereupon the reaction product
  5. customcrystallized out
  6. customIt was recrystallized from ethanol several times

Sources & evidence

ORD record
ord-6bf24eb4095042d99a45b6d5b0ebf6cd
Source dataset
uspto-grants-1978_08
Patent number
US04110455

Reaction notes

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