Hydrochloric Acid → HCID 178425069, compound

HRID 569697Notes

Reaction equation

HRID 569697 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][S:10]([C:13]1[N:22]=[C:16]2[N:17]=[CH:18]C(C)=C[N:15]2[N:14]=1)(=[O:12])=[O:11].O.[OH-].[K+].OO.Cl.S([O-])([O-])=[O:30].[Na+].[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][S:10]([C:13]1[N:22]=[C:16]([NH:17][CH:18]=[O:30])[NH:15][N:14]=1)(=[O:12])=[O:11]

Participants

7

Reactant 6

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 14797Potassium HydroxideHCID 24437Sodium SulfiteHCID 14155298HCID 14155298, compound

Product 1

HCID 178425069HCID 178425069, compoundYield 80%

Procedure

A solution of 4.0 g (11.8 mmol) of N-(2-chloro-6-methylphenyl)-6-methyl-1,2,4-triazolo-[1,5-a]pyrimidine-2-sulfonamide in 120 ml of water containing 2.7 g (49 mmol) of potassium hydroxide. To this solution was added 14 ml of 35 percent aqueous hydrogen peroxide via dropwise addition. A mild exotherm resulted and the rate of addition of the oxidant was used to keep the temperature between 30°-35°. After 1 h the light yellow solution was acidified with 6N aqueous HCl and excess oxidant decomposed by addition of sodium sulfite until a negative peroxide paper test was achieved. The resulting solid was collected and again dissolved in 50 ml of ethanol and a minimum amount of aqueous saturated bicarbonate. The solution was acidified with aqueous HCl to afford 3.0 g (80 percent) of product as a white powder; mp 291°-300° C. decomposition.

Workup

  1. additionvia dropwise addition
  2. customA mild exotherm resulted
  3. additionthe rate of addition of the oxidant
  4. custombetween 30°-35°
  5. customThe resulting solid was collected
  6. dissolutionagain dissolved in 50 ml of ethanol

Sources & evidence

ORD record
ord-d4c6340fb60748839acad05e47402594
Source dataset
uspto-grants-1988_03
Patent number
US04734123

Reaction notes

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