Isopropylamine → HCID 19869498, compound

HRID 330401Notes

Reaction equation

HRID 330401 reaction equation
ClCC[CH:4]([S:10]([CH:13]([C:17]1[O:18][CH:19]=[CH:20][CH:21]=1)CCCl)(=[O:12])=[O:11])[C:5]1OC=CC=1.[CH:22]([NH2:25])([CH3:24])[CH3:23]>>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[CH2:13][S:10]([CH2:4][CH2:5][NH:25][CH:22]([CH3:24])[CH3:23])(=[O:11])=[O:12]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 53742492HCID 53742492, compound

Product 1

HCID 19869498HCID 19869498, compound

Procedure

A solution of 2-chloroethyl-2-furanylmethyl sulfone in isopropylamine is stirred at room temperature for about 72 hr. The isopropylamine is removed by evaporation and the residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide. The methylene chloride layer is extracted with dilute sodium hydroxide and dried over magnesium sulfate. The solvent is removed by evaporation to give the free base of the title compound, which is converted to the hydrochloride salt and is then recrystallized from methanol-diethyl ether.

Workup

  1. customThe isopropylamine is removed by evaporation
  2. dissolutionthe residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide
  3. extractionThe methylene chloride layer is extracted with dilute sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is removed by evaporation

Sources & evidence

ORD record
ord-91b88023b1774b4aa5d25ee0c6879faf
Source dataset
uspto-grants-1990_01
Patent number
US04895840

Reaction notes

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