Hydrochloric Acid → HCID 15484976, compound

HRID 1857582Notes

Reaction equation

HRID 1857582 reaction equation
[CH:1]1([S:6]([NH2:9])(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=1.Cl>CC(C)=O>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([NH:9][S:6]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:8])=[O:7])=[O:21])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 4645983Cyclopentanesulfonamide

Product 1

HCID 15484976HCID 15484976, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Cyclopentanesulfonamide (9.7 g) was dissolved in acetone (300 ml) and 1N NaOH (65 ml) was added. To the resulting solution was added p-chlorophenylisocyanate (9.5 g) dissolved in acetone (100 ml). The solution was allowed to stir for two hours and was then treated with 1N HCl (65 ml). The resulting solid was collected and treated with 1N NaOH (100 ml). This mixture was treated with 1N HCl (100 ml) and the resulting solid collected. The solid was dissolved in acetone, water was added and the acetone was stripped off. The solid material was collected and dried to provide 12.8 g of product.

Workup

  1. customThe resulting solid was collected
  2. additiontreated with 1N NaOH (100 ml)
  3. additionThis mixture was treated with 1N HCl (100 ml)
  4. customthe resulting solid collected
  5. dissolutionThe solid was dissolved in acetone
  6. additionwater was added
  7. customThe solid material was collected
  8. customdried

Sources & evidence

ORD record
ord-2d276c415ee241849e65d60bd1b98c0e
Source dataset
uspto-grants-2000_11
Patent number
US06147115

Reaction notes

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