Hydrochloric Acid → Furan-2-sulfonyl Chloride

HRID 27344

Reaction equation

HRID 27344 reaction equation
[ClH:1].[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[S:7]([O-:9])=[O:8].[Li+].ClCl>O>[O:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[S:7]([Cl:1])(=[O:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24526ChlorineHCID 23665850Lithium 2-furansulfinate

Product 1

HCID 2795072Furan-2-sulfonyl Chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ninety ml of water, 410 ml of conc. HCl, and 68.0 g of lithium 2-furansulfinate were stirred and cooled to 10°-15°. Liquid chlorine (12.3 ml, 39.4 g) was added dropwise over a 30-minute period. The mixture was stirred an additional 30 minutes at 5°, poured onto ice and extracted with methylene chloride. Evaporation of the methylene chloride yielded 44 g of 2-furansulfonyl chloride, b.p. 95° at 7 mm Hg; IR (neat) 3400 (m), 3120, 1800, 1550 (m), 1450 (S), 1380 (VS), 1210, 1160, 1120 (VS), 1035 (m), 1010 (VS), 913, 882 (S).

Workup

  1. temperaturecooled to 10°-15°
  2. additionpoured onto ice
  3. extractionextracted with methylene chloride
  4. customEvaporation of the methylene chloride

Sources & evidence

ORD record
ord-b32338555dbf4544aa7903b62ac6c6be
Source dataset
uspto-grants-1980_09
Patent number
US04221585

Linked notes

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