Ammonia → 4-Bromo-2,5-dichloro-thiophene-3-sulfonamide

HRID 1455545Notes

Reaction equation

HRID 1455545 reaction equation
[NH3:1].[Br:2][C:3]1[C:4]([S:10](Cl)(=[O:12])=[O:11])=[C:5]([Cl:9])[S:6][C:7]=1[Cl:8]>>[Br:2][C:3]1[C:4]([S:10]([NH2:1])(=[O:12])=[O:11])=[C:5]([Cl:9])[S:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 5192954-bromo-2,5-dichlorothiophene-3-sulfonyl chloride

Product 1

HCID 27403184-Bromo-2,5-dichloro-thiophene-3-sulfonamide

Procedure

90 ml of an aqueous solution of NH3 (32%) is added at RT to a solution of 8.88 g of 4-bromo-2,5-dichloro-thiophene-3-sulfonylchloride in 120 ml of EtAc. The mixture obtained is stirred for ca. 15 h and two phases obtained are separated. The organic layer is washed with 1 N HCl and H2O, and dried. Solvent of the organic solution obtained is evaporated. 4-Bromo-2,5-dichloro-thiophene-3-sulfonamide in the form of a white powder is obtained. m.p. 113-117° C., 13C-NMR: δ=108.287; 125.342; 130.404; 135.716.

Workup

  1. customThe mixture obtained
  2. customtwo phases obtained
  3. customare separated
  4. washThe organic layer is washed with 1 N HCl and H2O
  5. customdried
  6. customSolvent of the organic solution obtained
  7. customis evaporated

Sources & evidence

ORD record
ord-99f05136f0dc4da7a781cfcb54293749
Source dataset
uspto-grants-2009_01
Patent number
US07482462B2

Reaction notes

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