Zapizolam → HCID 20335683, compound

HRID 2420482Notes

Reaction equation

HRID 2420482 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[N:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[CH:20]=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1>[Ni].CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:14]2[N:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[CH:20]=[N:21][N:22]=[C:11]2[CH2:10][NH:9]1

Participants

4

Reactant 1

HCID 68832Zapizolam

Product 1

HCID 20335683HCID 20335683, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

29 grams of 6-(o-chloro-phenyl)-8-chloro-4H-s-triazolo-(4,3-a)-pyrido-(2,3-f)-(1,4)-diazepine were hydrogenated in 500 ml. of dimethyl formamide in the presence of 20 grams of Raney-nickel at 50 atmospheres absolute at 60°-70° C. The filtrate was evaporated, the residue stirred with water and shaken with chloroform. The chloroform residue was stirred with methanol and the thus obtained crystalline reaction product first crystallized from dioxane-gasoline and then recrystallized from methyl ethyl ketone-gasoline. M.P. 206°-208° C.; Yield 10 grams.

Workup

  1. customabsolute at 60°-70° C
  2. customThe filtrate was evaporated
  3. stirringshaken with chloroform
  4. stirringThe chloroform residue was stirred with methanol
  5. customthe thus obtained crystalline reaction product first crystallized from dioxane-gasoline
  6. customrecrystallized from methyl ethyl ketone-gasoline

Sources & evidence

ORD record
ord-61aa9954ace64158a298967dbb702c13
Source dataset
uspto-grants-1978_08
Patent number
US04110455

Reaction notes

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