3-Chloroaniline → HCID 12930160, compound

HRID 1081468Notes

Reaction equation

HRID 1081468 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].C([O-])(=O)C.[Na+]>C(O)CO>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:13]([Cl:12])[CH:14]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 79323-ChloroanilineHCID 118992,4-DichloronitrobenzeneHCID 517045Sodium Acetate

Product 1

HCID 12930160HCID 12930160, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A mixture of 50 g of 2,4-dichloro-1-nitrobenzene, 40 ml of 3-chloroaniline and 43 g of anhydrous sodium acetate in 220 ml of ethylene glycol is refluxed for 72 hours. After cooling, the precipitate formed is filtered off and washed with water to give 39 g of the expected product after crystallization from iso ether. M.p.=112° C.

Workup

  1. temperatureis refluxed for 72 hours
  2. temperatureAfter cooling
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-b3634ae113834a4f959fe5342b97003f
Source dataset
uspto-grants-1996_12
Patent number
US05585394

Reaction notes

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