Methylamine → HCID 86051537, compound

HRID 637842Notes

Reaction equation

HRID 637842 reaction equation
BrCC[C:4]1[C:9]([Cl:10])=[CH:8][C:7]([Cl:11])=[CH:6][C:5]=1[O:12][C:13]1[CH:18]=C(Cl)C=C(Cl)C=1CCBr.[CH3:24][NH2:25]>>[ClH:10].[Cl:10][C:9]1[CH:4]=[C:5]([CH:6]=[C:7]([Cl:11])[CH:8]=1)[O:12][CH2:13][CH2:18][NH:25][CH3:24]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86739921HCID 86739921, compound

Product 1

HCID 86051537HCID 86051537, compound

Procedure

A solution of 31.56 g (0.118 mole) 2-bromoethyl-3,5-dichlorophenyl ether in excess methylamine was agitated overnight in a bomb at room temperature. The methylamine was evaporated under nitrogen and the residue partitioned between water and methylene chloride. The methylene chloride was evaporated to give an oil, the free base of the title compound. A portion of the oil was reacted with ethereal hydrogen chloride to give the hydrochloride salt which was recrystallized from methanol-diethyl ether to give a white crystalline product in 35.7% overall yield, m.p. 173°-175° C.

Workup

  1. customThe methylamine was evaporated under nitrogen
  2. customthe residue partitioned between water and methylene chloride
  3. customThe methylene chloride was evaporated
  4. customto give an oil

Sources & evidence

ORD record
ord-5a9d3f671d8a4717b8f69f314543e740
Source dataset
uspto-grants-1985_12
Patent number
US04558155

Reaction notes

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