1-Chloro-4-nitrobenzene → HCID 14305464, compound

HRID 1607695Notes

Reaction equation

HRID 1607695 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:15]=[C:14]([SH:16])[CH:13]=[CH:12][C:6]=1[NH:7][S:8]([CH3:11])(=[O:10])=[O:9].Cl[C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C(C)=CC=CC=1>[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:15]=[C:14]([S:16][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)[CH:13]=[CH:12][C:6]=1[NH:7][S:8]([CH3:11])(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium CarbonateHCID 10088072HCID 10088072, compound

Product 1

HCID 14305464HCID 14305464, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 2'-(2,4-difluorophenoxy)-4'-mercaptomethanesulfonanilide (1.5 g), p-chloronitrobenzene (0.75 g) and potassium carbonate (0.66 g) in xylene (30 ml) was stirred and refluxed for 5 hours. The reaction mixture was acidified, washed with water, dried, and concentrated to dryness. The residual oil was crystallized from ethanol to give crystals of 2'-(2,4-difluorophenoxy)-4'-(4-nitrophenylthio)methanesulfonanilide (1.5 g).

Workup

  1. temperaturerefluxed for 5 hours
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated to dryness
  5. customThe residual oil was crystallized from ethanol

Sources & evidence

ORD record
ord-3bf7701413954a61ab496ccebbed5a38
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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