Water → HCID 15486862, compound

HRID 1838327Notes

Reaction equation

HRID 1838327 reaction equation
C1(S([N:10]2[C:14]3=[N:15][CH:16]=[C:17]([S:19]([CH3:22])(=[O:21])=[O:20])[CH:18]=[C:13]3[CH:12]=[C:11]2[C:23]2[N:28]=[CH:27][CH:26]=[CH:25][N:24]=2)(=O)=O)C=CC=CC=1.[OH-].[K+].O>CO>[CH3:22][S:19]([C:17]1[CH:18]=[C:13]2[CH:12]=[C:11]([C:23]3[N:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[NH:10][C:14]2=[N:15][CH:16]=1)(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22504362HCID 22504362, compound

Product 1

HCID 15486862HCID 15486862, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
22.5 °C

Procedure

To a suspension of the compound obtained in Example 6 (2) (1.10 g) in methanol (24 ml), a 1N aqueous potassium hydroxide solution (4.8 ml) was added and the mixture was stirred at 15 to 30° C. for 1 hour. The mixture was further heated under reflux for 15 minutes. After completion of the reaction, the reaction solution was poured into water, extracted with chloroform, washed with a saturated aqueous NaCl solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was washed with methanol/water and filtered off. Further, the insoluables in the aqueous layer during extraction were filtered off, and they were combined and heated to dryness to obtain 417 mg of the desired product as a white powder.

Workup

  1. temperatureThe mixture was further heated
  2. temperatureunder reflux for 15 minutes
  3. customAfter completion of the reaction
  4. extractionextracted with chloroform
  5. washwashed with a saturated aqueous NaCl solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. washThe resulting residue was washed with methanol/water
  10. filtrationfiltered off
  11. extractionFurther, the insoluables in the aqueous layer during extraction
  12. filtrationwere filtered off
  13. temperatureheated to dryness

Sources & evidence

ORD record
ord-032844abf44a45568da47395cdc1dd3a
Source dataset
uspto-grants-2004_01
Patent number
US06673797B1

Reaction notes

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