HCID 21442717, compound → HCID 21442716, compound

HRID 328622Notes

Reaction equation

HRID 328622 reaction equation
[C:1]([O:4][CH:5]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:9]2[CH:19]=[C:20]([CH2:22][CH3:23])[S:21][C:8]=2[N:7]2[N:24]=[C:25]([C:27]([NH2:29])=[O:28])[N:26]=[C:6]12)(=O)C>S(=O)(=O)(O)O.CO>[Cl:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[C:9]2[CH:19]=[C:20]([CH2:22][CH3:23])[S:21][C:8]=2[N:7]2[N:24]=[C:25]([C:27]([NH2:29])=[O:28])[N:26]=[C:6]2[CH:5]([O:4][CH3:1])[N:11]=1

Participants

4

Reactant 1

HCID 21442717HCID 21442717, compound

Product 1

HCID 21442716HCID 21442716, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 887MethanolSolvent

Procedure

To a solution of 0.086 g. of 4-acetoxy-6-(2-chlorophenyl)-8-ethyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-2-carboxamide in 3 ml. of methanol is added one drop of concentrated sulfuric acid and the resulting mixture is refluxed for 5 minutes. After evaporation of the solvent a saturated aqueous sodium hydrogen carbonate solution is added to the residue. The resulting precipitate is collected by filtration to give 6-(2-chlorophenyl)-8-ethyl-4-methoxy-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-2-carboxamide as crystals. Recrystallization from ethyl acetate gives powdery crystals melting at 200° to 201° C.

Workup

  1. temperaturethe resulting mixture is refluxed for 5 minutes
  2. customAfter evaporation of the solvent a saturated aqueous sodium hydrogen carbonate solution
  3. additionis added to the residue
  4. filtrationThe resulting precipitate is collected by filtration

Sources & evidence

ORD record
ord-ba5ffd9720a744f09390720b107d4af2
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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