1-Chloro-4-nitrobenzene → HCID 13078526, compound

HRID 2164647Notes

Reaction equation

HRID 2164647 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](Cl)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:11][S:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>S1(CCCC1)(=O)=O>[CH3:11][S:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 74741-Chloro-4-nitrobenzeneHCID 11430Potassium CarbonateHCID 140864-(Methylthio)phenol

Product 1

HCID 13078526HCID 13078526, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 23.6 g (0.150 mole) of 4-nitrochlorobenzene, 23.1 g (0.165 mole) of 4-(methylthio)phenol, 22.8 g (0.165 mole) of anhydrous K2CO3 and 150 ml of sulfolane was heated at 150° C. for 6 hrs. The product was recovered (39.1 g, 99.7% yield) as described in Example 1 and recrystallized from ethanol, which gave purified 1-(methylthio)-4-(4-nitrophenoxy)benzene, mp 59°-61° C.

Workup

  1. customThe product was recovered (39.1 g, 99.7% yield)
  2. customrecrystallized from ethanol, which
  3. customgave
  4. custompurified 1-(methylthio)-4-(4-nitrophenoxy)benzene, mp 59°-61° C.

Sources & evidence

ORD record
ord-61fd8ebdb56741ac87f99873caefc0ac
Source dataset
uspto-grants-1985_03
Patent number
US04505929

Reaction notes

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