Hydrochloric Acid → HCID 86734656, compound

HRID 328617Notes

Reaction equation

HRID 328617 reaction equation
[C:1]([C:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[S:11][C:10]=1[N:16]1[C:20]([CH2:21]Cl)=[N:19][C:18]([C:23]([OH:25])=[O:24])=[N:17]1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:27][OH:28].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl>O.C(O)C>[CH3:14][C:13]1[C:9]2[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N+:27]([O-:28])[CH2:21][C:20]3[N:16]([N:17]=[C:18]([C:23]([OH:25])=[O:24])[N:19]=3)[C:10]=2[S:11][C:12]=1[CH3:15]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 21442760HCID 21442760, compound

Product 1

HCID 86734656HCID 86734656, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of 0.376 g. of 1-(3-benzoyl-4,5-dimethyl-2-thienyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylic acid, 1.4g. of hydroxylamine hydrochloride, 1.46 g. of potassium carbonate, 0.15 g. of sodium iodide, 5 ml. of water and 5 ml. of ethanol is stirred for 1 hour on a water bath at 80° to 90° C. After cooling, the mixture is acidified with 6N-hydrochloric acid, diluted with water and then extracted with dichloromethane. The dichloromethane layer is washed with water, dried over sodium sulfate, and the solvent is evaporated to give 7,8-dimethyl-6-phenyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-2-carboxylic acid 5-oxide as crystals. Recrystallization from acetone gives colorless prisms melting at 224° to 226° C. (decomposition).

Workup

  1. additionA mixture of 0.376 g
  2. temperatureAfter cooling
  3. extractionextracted with dichloromethane
  4. washThe dichloromethane layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is evaporated

Sources & evidence

ORD record
ord-7d8dadfa42cd4863ba7b3980b00b1557
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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