m-Toluidine → HCID 53269524, compound

HRID 1393546Notes

Reaction equation

HRID 1393546 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[CH:3]=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[C:12]([N+]([O-])=O)[CH:11]=1>C(O)C>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[C:14]([NH:1][C:2]2[CH:3]=[C:4]([CH3:8])[CH:5]=[CH:6][CH:7]=2)[CH:15]=1

Participants

4

Reactant 2

HCID 7934m-ToluidineHCID 330974-Chloro-1,2-dinitrobenzene

Product 1

HCID 53269524HCID 53269524, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

81 ml of m-toluidine is added to a solution of 50 g of 1-chloro-3,4-dinitrobenzene in 250 ml of ethanol, and the solution was allowed to stand for 72 hours. The reaction mixture was filtered, and the crystallizate was washed with cold ethanol and 2N aqueous hydrochloric acid. It was purified by chromatography on silica gel.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe crystallizate was washed with cold ethanol and 2N aqueous hydrochloric acid
  3. customIt was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-af0b12bf4bc14099973f49510c4d3045
Source dataset
uspto-grants-2008_03
Patent number
US07345075B2

Reaction notes

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