Methylamine → N-methyl-N-[2-(4-isopropylthiophenyl)-2-hydroxyethyl]amine

HRID 2352330Notes

Reaction equation

HRID 2352330 reaction equation
[CH:1]([S:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:13][O:12]2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[CH3:14][NH2:15]>CO>[CH3:14][NH:15][CH2:13][CH:11]([C:8]1[CH:9]=[CH:10][C:5]([S:4][CH:1]([CH3:3])[CH3:2])=[CH:6][CH:7]=1)[OH:12]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 15631606HCID 15631606, compound

Product 1

HCID 15631607N-methyl-N-[2-(4-isopropylthiophenyl)-2-hydroxyethyl]amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 842 mg of 4-isopropylthiophenyloxirane in 30 ml of methanol which contained 20% of methylamine was reacted at 70° C. in a sealed tube for 41 hours. After allowing the reaction mixture to cool down, the reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel (eluent: a 10:1 mixture of chloroform and methanol) to give 428 mg of an oily substance.

Workup

  1. customwas reacted at 70° C. in a sealed tube for 41 hours
  2. temperatureto cool down
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by column chromatography on silica gel (eluent
  5. additiona 10:1 mixture of chloroform and methanol)
  6. customto give 428 mg of an oily substance

Sources & evidence

ORD record
ord-1ab7ac19483c4fedb48cc32de26c25a2
Source dataset
uspto-grants-1989_10
Patent number
US04876345

Reaction notes

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