Hydrochloric Acid → HCID 21442726, compound

HRID 328621Notes

Reaction equation

HRID 328621 reaction equation
C([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.CO.[OH-].[Na+].Cl>O>[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]([OH:4])[N:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21442717HCID 21442717, compound

Product 1

HCID 21442726HCID 21442726, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.86 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 5 ml. of methanol is added dropwise 2 ml. of a 1N-aqueous sodium hydroxide solution with stirring and ice-cooling. After 5 minutes, to the resulting mixture is added 2 ml. of a 1N-aqueous hydrochloric acid solution and then water. The resulting precipitate is collected by filtration and then washed with water to give 6-(2-chlorophenyl)-8-ethyl-4-hydroxy-4H-thieno[3,2-f]-s-triazolo[1,5-a]-[1,4]diazepine-2-carboxamide as crystals. Recrystallization from ethanol gives colorless prisms melting at 228° to 231° C.

Workup

  1. temperatureice-cooling
  2. additionto the resulting mixture is added 2 ml
  3. filtrationThe resulting precipitate is collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-5a38588239e344878a2c13d3648692e4
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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