Hydrochloric Acid → 4-Amino-4'-(hexafluoro-2-hydroxy-2-propyl)benzenesulfonanilide

HRID 904085Notes

Reaction equation

HRID 904085 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([OH:30])([C:26]([F:29])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=O)C.Cl>CCO.[OH-].[Na+]>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]([OH:30])([C:22]([F:25])([F:23])[F:24])[C:26]([F:27])([F:28])[F:29])=[CH:19][CH:20]=2)(=[O:13])=[O:12])=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 233334974-Acetamido-4'-(hexafluoro-2-hydroxy-2-propyl)benzenesulfonanilide

Product 1

HCID 233335254-Amino-4'-(hexafluoro-2-hydroxy-2-propyl)benzenesulfonanilide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Reflux for 3 hours a solution of 2.3 g (5 mmole) 4-acetamido-4'-(hexafluoro-2-hydroxy-2-propyl)benzenesulfonanilide in 30 ml EtOH and 4 g 50% NaOH. Pour onto water, acidify with concentrated HCl, extract with Et2O, dry and concentrate. Recrystallize from CHCl3 -Et2O to give the product; m.p. 160°-161° C.

Workup

  1. additionPour onto water
  2. extractionextract with Et2O
  3. customdry
  4. concentrationconcentrate
  5. customRecrystallize from CHCl3 -Et2O
  6. customto give the product

Sources & evidence

ORD record
ord-c4a060340bf8461c85b463c30c7d71da
Source dataset
uspto-grants-1980_10
Patent number
US04230635

Reaction notes

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