Hydrochloric Acid → HCID 19045348, compound

HRID 1781427Notes

Reaction equation

HRID 1781427 reaction equation
C([N:9]1[CH2:14][CH2:13][C:12]2([CH2:19][CH2:18][C:17]3[CH:20]=[C:21]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:22]=[CH:23][C:16]=3[O:15]2)[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[ClH:29]>CO>[ClH:29].[CH3:28][S:25]([NH:24][C:21]1[CH:22]=[CH:23][C:16]2[O:15][C:12]3([CH2:13][CH2:14][NH:9][CH2:10][CH2:11]3)[CH2:19][CH2:18][C:17]=2[CH:20]=1)(=[O:26])=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19045557HCID 19045557, compound

Product 1

HCID 19045348HCID 19045348, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1'-Benzoyl-3,4-dihydro-6-methanesulfonamido-spiro[(2H)-1-benzopyran-2,4'-piperidine] (5.44 g, 13.6 mmol) was dissolved in methanol (70 ml) and aqueous HCl (6N, 105 ml) was added. The mixture was heated under reflux for 24 hr, then the volume was reduced to 50 ml by distillation. Ethanol (200 ml) was added and the volume was reduced to 50 ml. Further ethanol (200 ml) was added, the volume was reduced to 100 ml and the mixture was cooled. The precipitate was collected and dried in vacuo to give the hydrochloride as a white solid (3.77 g, 83%). A sample was recrystallized from ethanol to give the hydrochloride as a white solid, m.p.=282°-285° C. (dec.).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 24 hr
  3. distillationthe volume was reduced to 50 ml by distillation
  4. additionEthanol (200 ml) was added
  5. additionFurther ethanol (200 ml) was added
  6. temperaturethe mixture was cooled
  7. customThe precipitate was collected
  8. customdried in vacuo

Sources & evidence

ORD record
ord-138eaf5f60e2430abbc03f6cbf08f276
Source dataset
uspto-grants-1997_05
Patent number
US05633247

Reaction notes

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