Methanol → HCID 21442716, compound

HRID 328623Notes

Reaction equation

HRID 328623 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[N:20]=[C:21]([C:23]([NH2:25])=[O:24])[N:22]=[C:11]2[CH:10]([OH:26])[N:9]=1.[CH3:27]O>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([CH2:18][CH3:19])[S:17][C:13]=2[N:12]2[N:20]=[C:21]([C:23]([NH2:25])=[O:24])[N:22]=[C:11]2[CH:10]([O:26][CH3:27])[N:9]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 21442726HCID 21442726, compound

Product 1

HCID 21442716HCID 21442716, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

To a solution of 0.86 g. of 6-(2-chlorophenyl)-8-ethyl-4-hydroxy-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]-diazepine-2-carboxamide in 20 ml. of methanol is added one drop of concentrated sulfuric acid. The resulting mixture is refluxed for 5 minutes. After evaporation of the solvent a saturated sodium hydrogen carbonate solution is added to the residue, and 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 melting at 200° to 201° C. This product is identical with the product obtained in Example 3 with respect to the melting point and infra red absorption spectrum thereof.

Workup

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

Sources & evidence

ORD record
ord-20d79ca384d545c8ae463dd9aa298e1b
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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