Hydrochloric Acid → HCID 15669330, compound

HRID 1464119Notes

Reaction equation

HRID 1464119 reaction equation
[CH2:1]([C:3]1[O:7][C:6]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:5][CH:4]=1)[CH3:2].[OH-].[Na+].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]=[C:22]=[O:23])=[CH:17][CH:16]=1.Cl>CC(C)=O>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:11][S:8]([C:6]2[O:7][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=2)(=[O:9])=[O:10])=[O:23])=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76934-Chlorophenyl IsocyanateHCID 14798Sodium HydroxideHCID 15669329HCID 15669329, compound

Product 1

HCID 15669330HCID 15669330, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a solution of 5-ethyl-2-furansulfonamide (4.5 g, 25.7 mmole) in 40 ml of acetone was added aqueous sodium hydroxide (25.7 ml of 1N, 25.7 mmole) followed by a solution of 4-chlorophenylisocyanate (3.9 g, 25.7 mmole) dissolved in 40 ml of acetone. The reaction was stirred at room temperature overnight and filtered through a plug of celite. The filtrate was acidified with hydrochloric acid (25.7 ml of 1N, 25.7 mmole) and the resulting precipitate filtered to produce 8.3 g of solid.

Workup

  1. filtrationfiltered through a plug of celite
  2. filtrationthe resulting precipitate filtered

Sources & evidence

ORD record
ord-017fd1006acb44178f460fe27b3e1366
Source dataset
uspto-grants-1994_04
Patent number
US05302724

Reaction notes

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