Hydrochloric Acid → HCID 178515183, compound

HRID 649573Notes

Reaction equation

HRID 649573 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16](=[O:17])[C:15]3[C:10]([C:11]4[CH2:21][S:20][CH2:19][CH2:18][C:12]=4[NH:13][CH:14]=3)=[N:9]2)=[CH:4][CH:3]=1.I([O-])(=O)(=O)=[O:23].[Na+].Cl>[OH-].[Na+].O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16](=[O:17])[C:15]3[C:10]([C:11]4[CH2:21][S:20](=[O:23])[CH2:19][CH2:18][C:12]=4[NH:13][CH:14]=3)=[N:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 23667635Sodium periodateHCID 178515182HCID 178515182, compound

Product 1

HCID 178515183HCID 178515183, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 0.29 g of 2-p-chlorophenyl-2,3,5,6,7,9-hexahydrothiopyrano[4,3-b]pyrazolo[3,4-d]pyridin-3-one in a mixture of 9.2 mL of 0.1N sodium hydroxide aqueous solution and 15 mL of water, 0.215 g of sodium metaperiodate is added under stirring and ice-cooling. The reaction mixture is stirred at room temperature overnight, the pH of the solution is adjusted to around 4 by adding dilute hydrochloric acid to precipitate a yellow solid. Solid is collected, washed with water, air-dried, triturated with hot ethyl acetate and dried in a vacuum oven at 80° overnight obtaining 2-p-chlorophenyl-2,3,5,6,7,9-hexahydro-8-oxo-thiopyrano[4,3-b]pyrazolo[3,4-d]pyridin-3-one, m.p. 298°-300° (dec).

Workup

  1. additionis added
  2. temperatureice-cooling
  3. stirringThe reaction mixture is stirred at room temperature overnight
  4. customto precipitate a yellow solid
  5. customSolid is collected
  6. washwashed with water
  7. customair-dried
  8. customtriturated with hot ethyl acetate
  9. customdried in a vacuum oven at 80° overnight

Sources & evidence

ORD record
ord-73f3ed3bee614be4ba039b6c338c91ef
Source dataset
uspto-grants-1988_04
Patent number
US04740512

Reaction notes

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