Ammonia → HCID 21491943, compound

HRID 1973539Notes

Reaction equation

HRID 1973539 reaction equation
[NH3:1].[Br:2][C:3]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12](Cl)(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1>CCOCC>[Br:2][C:3]1[C:8]([CH:9]([CH3:11])[CH3:10])=[CH:7][C:6]([S:12]([NH2:1])(=[O:14])=[O:13])=[C:5]([CH:16]([CH3:18])[CH3:17])[CH:4]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 214920504-Bromo-2,5-di(propan-2-yl)benzene-1-sulfonyl chloride

Product 1

HCID 21491943HCID 21491943, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a one-liter flask containing 90 parts of concentrated aqueous ammonia and 150 parts of ether, there is added over three hours, 105 parts of 4-bromo-2,5-diisopropylbenzenesulfonyl chloride in 180 parts of ether. After stirring 2 hours longer, the excess ammonia is neutralized by adding 10% HC1. The organic layer is washed two times with 200 parts of saturated sodium chloride and is dried over sodium sulfate. Removal of the solvent gives 92 parts of 4-bromo-2,5-diisopropylbenzenesulfonamide which may be recrystallized from 1-chlorobutane, m.p. 145°-152°.

Workup

  1. additionis added over three hours
  2. additionby adding 10% HC1
  3. washThe organic layer is washed two times with 200 parts of saturated sodium chloride
  4. dry with materialis dried over sodium sulfate
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-1c55cc9daf484f919721cecc48d76f4a
Source dataset
uspto-grants-1976_12
Patent number
US03997603

Reaction notes

Loading…