Methylamine → 3,5-dichloro-N-methylbenzamide

HRID 1924430Notes

Reaction equation

HRID 1924430 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([Cl:12])[CH:11]=1)[C:5](OC)=[O:6].[CH3:13][NH2:14]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([Cl:12])[CH:11]=1)[C:5]([NH:14][CH3:13])=[O:6]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 76192Methyl 3,5-dichlorobenzoate

Product 1

HCID 14901643,5-dichloro-N-methylbenzamide

Procedure

Methyl 3,5-dichlorobenzoate (2-D) (1.07 g, 5.0 mmol) was suspended in a vigorously stirring solution of methylamine (40%/H2O, 5.0 mL). After heating gently for 10 min, the mixture was stirred at room temperature for 18 h. The mixture was extracted with methylene chloride and the extract dried (MgSO4) to provide 3,5-dichloro-N-methylbenzamide (2-E).

Workup

  1. temperatureAfter heating gently for 10 min
  2. extractionThe mixture was extracted with methylene chloride
  3. dry with materialthe extract dried (MgSO4)

Sources & evidence

ORD record
ord-21986016e03c4e64ad4223e7d45f80f8
Source dataset
uspto-grants-2012_05
Patent number
US08178546B2

Reaction notes

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