HCID 20389413, compound → 1-Methyl-3,5-dinitro-2-phenoxybenzene

HRID 426670

Reaction equation

HRID 426670 reaction equation
[N+:1]([C:4]1[C:5](Br)=[C:6]([CH3:13])[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)([O-:3])=[O:2].[C:15]1([O-:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[K+]>CN(C)C=O>[N+:1]([C:4]1[C:5]([O:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:6]([CH3:13])[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 20389413HCID 20389413, compoundHCID 23670670Potassium phenoxide

Product 1

HCID 157068691-Methyl-3,5-dinitro-2-phenoxybenzeneYield 17.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6 gm of 3,5-dinitro-2-bromotoluene and 3 gm of potassium phenolate in 20 ml of dimethyl formamide was boiled under reflux for 20 hours. Subsequently, the solution was poured on 200 gm of ice and the precipitate was filtered off. After recrystallization from ethanol, there was obtained 1.1 gm of yellow crystals with a melting point of 103° C. The mass spectrum showed a molecular mass of 274 (calculated 274).

Workup

  1. temperatureunder reflux for 20 hours
  2. filtrationthe precipitate was filtered off
  3. customAfter recrystallization from ethanol

Sources & evidence

ORD record
ord-2c575f98fe3c4c65956e3e8b12047ab5
Source dataset
uspto-grants-1979_10
Patent number
US04171203

Linked notes

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