1,2-Dichlorobenzene → HCID 131726176, compound

HRID 860520Notes

Reaction equation

HRID 860520 reaction equation
C[C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C[NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1)(=[O:16])=[O:15].Cl[C:25]1C=CC=CC=1Cl>>[CH3:25][C:20]1([CH3:23])[CH:21]=[CH:22][C:17]([S:14]([NH2:13])(=[O:16])=[O:15])=[C:18]([S:8]([C:5]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)(=[O:10])=[O:9])[CH2:19]1

Participants

4

Reactant 3

HCID 72391,2-DichlorobenzeneHCID 73974-Toluenesulfonyl chlorideHCID 12543Benzenesulfonamide, N,4-dimethyl-

Product 1

HCID 131726176HCID 131726176, compound

Procedure

4-Methylbenzenesulfonyl chloride (3.80 g, 0.02 mol) and N-methyl-4-methylbenzene sulfonamide (3.70 g, 0.02 mol) were added to 1,2-dichlorobenzene (50 ml) and the solution refluxed for 48 hrs. The solvent was evaporated in vacuo and the residue recrystallized from hexane-acetone to give N*-methyl-N*-4-methylphenysulfonyl-4-methylbenzene sulfonamide mp 109–111° C. MS m/z 339. (M+ calcd for C15H17NO4S=339). H NMR (300 Mhz, CDCl3) d 2.43 (s, 6, CH3), 3.25 (s, 3, NCH3), 7.34 (m, 4, aromatic), 7.88 (m, 4, aromatic).

Workup

  1. temperaturethe solution refluxed for 48 hrs
  2. customThe solvent was evaporated in vacuo
  3. customthe residue recrystallized from hexane-acetone

Sources & evidence

ORD record
ord-b62c1f7abf034724bb4b4b8f4f42ebed
Source dataset
uspto-grants-2006_12
Patent number
US07153925B2

Reaction notes

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