Methylamine → HCID 86051537, compound

HRID 615624Notes

Reaction equation

HRID 615624 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-103a71f590814b239ed3d6a40592b3a6
Source dataset
uspto-grants-1985_02
Patent number
US04500529

Reaction notes

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