Ammonium Hydroxide → Furan-2-sulfonamide

HRID 27345

Reaction equation

HRID 27345 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6](Cl)(=[O:8])=[O:7].[NH4+:10].[OH-]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH2:10])(=[O:8])=[O:7]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 2795072Furan-2-sulfonyl Chloride

Product 1

HCID 13668256Furan-2-sulfonamide

Procedure

Twenty-three g of 2-furansulfonyl chloride (138 mm) was added dropwise into 200 ml of conc. NH4OH at 0°-5°. After stirring overnight at room temperature, the water was removed under vacuum and the precipitate washed with ice water and dried. Yield: 14 g of 2-furansulfonamide, m.p. 120°-122° (literature m.p. 120°-122°: JOC 18, 894 (1953)). IR (Nujol) 3250 cm-1, 3100 cm-1, 1600 cm-1 (W), 1550 cm-1, 1310 cm-1, 1190 cm-1, 1140 cm-1, 1120 cm-1, 1055 cm-1, 1005 cm-1, 930 cm-1, 880 cm-1, 843 cm-1 (S).

Workup

  1. customthe water was removed under vacuum
  2. washthe precipitate washed with ice water
  3. customdried

Sources & evidence

ORD record
ord-9448e481a853459282603ee680ccb286
Source dataset
uspto-grants-1980_09
Patent number
US04221585

Linked notes

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