4-tert-Butylbenzoyl chloride → N-(4-t-Butylbenzoyl)-4-(2-bromoethyl)benzenesulfonamide

HRID 2392982Notes

Reaction equation

HRID 2392982 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1.[C:14]([C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>C1(C)C(C)=CC=CC=1>[C:14]([C:18]1[CH:19]=[CH:20][C:21]([C:22]([NH:13][S:10]([C:7]2[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][Br:1])=[CH:9][CH:8]=2)(=[O:11])=[O:12])=[O:23])=[CH:25][CH:26]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

4

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 144850914-(2-Bromoethyl)benzenesulfonamide

Product 1

HCID 18977847N-(4-t-Butylbenzoyl)-4-(2-bromoethyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 26.41 g (0.10 mol) of 4-(2-bromoethyl)benzenesulfonamide, 19.67 g (0.10 mol) of 4-t-butylbenzoyl chloride and 160 ml of xylene was heated at reflux for 20 hrs. The hot solution was cooled and the solid which crystallized was collected, recrystallized from isopropanol collected, washed with ligroine and dried.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 20 hrs
  3. temperatureThe hot solution was cooled
  4. customthe solid which crystallized
  5. customwas collected
  6. customrecrystallized from isopropanol
  7. customcollected
  8. washwashed with ligroine
  9. customdried

Sources & evidence

ORD record
ord-23c317b380a94066a46fe7c4f084d972
Source dataset
uspto-grants-1998_09
Patent number
US05804348

Reaction notes

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