4-Chloroaniline → HCID 85908181, compound

HRID 2116458Notes

Reaction equation

HRID 2116458 reaction equation
[CH2:1]([C:4]1[C:5]([Cl:12])=[N:6][C:7]([Cl:11])=[N:8][C:9]=1Cl)[CH:2]=[CH2:3].[Cl:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:1]([C:4]1[C:9]([NH:18][C:17]2[CH:19]=[CH:20][C:14]([Cl:13])=[CH:15][CH:16]=2)=[N:8][C:7]([Cl:11])=[N:6][C:5]=1[Cl:12])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 78124-ChloroanilineHCID 11430Potassium CarbonateHCID 2607805-allyl-2,4,6-trichloropyrimidine

Product 1

HCID 85908181HCID 85908181, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-allyl-2,4,6-trichloropyrimidine (7 g), 4-chloroaniline (4 g) and potassium carbonate (4.27 g) in ethanol (100 ml) was stirred at room temperature for 24 h. The mixture was partitioned between ethyl acetate and water, the organics dried (MgSO4), and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with isohexane/diethylether (2:1). Yield 5 g

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. dry with materialthe organics dried (MgSO4)
  3. customevaporated under reduced pressure
  4. customThe residue was purified by chromatography on silica eluting with isohexane/diethylether (2:1)

Sources & evidence

ORD record
ord-53c9400995d6491caf87993bc236cc33
Source dataset
uspto-grants-2008_10
Patent number
US07439240B2

Reaction notes

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