Sodium Hydroxide → HCID 11826091, compound

HRID 1417304Notes

Reaction equation

HRID 1417304 reaction equation
Cl.Cl.[N:3]1([C:8]2[CH:19]=[CH:18][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])=[CH:10][CH:9]=2)[CH:7]=[CH:6][N:5]=[CH:4]1.[OH-].[Na+].[C:22]([C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1)([CH3:25])([CH3:24])[CH3:23]>O.C(OCC)C>[C:22]([C:26]1[CH:31]=[CH:30][C:29]([S:32]([NH:17][CH2:16][CH2:15][CH2:14][CH2:13][O:12][C:11]2[CH:18]=[CH:19][C:8]([N:3]3[CH:7]=[CH:6][N:5]=[CH:4]3)=[CH:9][CH:10]=2)(=[O:34])=[O:33])=[CH:28][CH:27]=1)([CH3:25])([CH3:23])[CH3:24]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 67693419HCID 67693419, compound

Product 1

HCID 11826091HCID 11826091, compoundYield 61.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 3.0 g of 4-[4-(1H-imidazol-1-yl)phenoxy]butaneamine dihydrochloride (Example 2) is dissolved in 100 ml H2O and while stirring 3.5 ml of 10N NaOH, and then 2.6 g of 4-(t-butyl)benzenesulfonyl chloride in 100 ml of diethyl ether are added. The mixture is stirred at room temperature for 4 hours. The precipitate is collected, washed with 50 ml of water and 50 ml of diethyl ether, and air dried. Recrystallization from 50% aqueous ethanol gives 2.6 g of the title compound, m.p. 138°-140° C.

Workup

  1. customThe precipitate is collected
  2. washwashed with 50 ml of water and 50 ml of diethyl ether, and air
  3. customdried
  4. customRecrystallization from 50% aqueous ethanol

Sources & evidence

ORD record
ord-95efbed1c73841fc82b7296e5d629c5a
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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