Hydrochloric Acid → HCID 67434182, compound

HRID 1430596Notes

Reaction equation

HRID 1430596 reaction equation
CS([C:5]1[N:6]=[N:7][C:8]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1)(=O)=O.[OH-:24].[K+].Cl>O.C1COCC1>[C:11]1([C:9]2[C:8]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)=[N:7][NH:6][C:5](=[O:24])[N:10]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 67432159HCID 67432159, compound

Product 1

HCID 67434182HCID 67434182, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of 3-(methylsulfonyl)-5-phenyl-6-p-tolyl-1,2,4-triazine (98.9 mg, 0.304 mmol) in a 1:1 mixture of H2O/THF (6.0 mL) was added potassium hydroxide (109.1 mg, 1.945 mmol). The mixture was heated at reflux for 1 h. The reaction mixture was cooled to room temperature and neutralized with 1 M HCl, then extracted with CH2Cl2. The combined organic phases were washed with H2O and brine, dried over MgSO4, and concentrated to give the title compound as a yellow solid (73.7 mg). LCMS m/z=264.1 [M+H]+.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 h
  3. extractionextracted with CH2Cl2
  4. washThe combined organic phases were washed with H2O and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-12f488874d2e4af7a28041f46ee0ac7e
Source dataset
uspto-grants-2015_01
Patent number
US08940891B2

Reaction notes

Loading…