(2-(Methylthio)ethyl)amine → HCID 19806393, compound

HRID 1681355Notes

Reaction equation

HRID 1681355 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@H:7]2[O:9][C@@H:8]2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:6]=1.[CH3:16][S:17][CH2:18][CH2:19][NH2:20].CO.C(OC(C)C)(C)C>>[CH3:16][S:17][CH2:18][CH2:19][NH:20][CH:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[CH:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:9]

Participants

4

Reactant 3

HCID 87697(2-(Methylthio)ethyl)amineHCID 185583(R,R)-Stilbene oxideHCID 21882575Diisopropylether methanol

Product 1

HCID 19806393HCID 19806393, compoundYield 67%

Conditions

Temperature
140 °C

Procedure

A mixture of trans-stilbene oxide (1.18 g, 0.006 mol) and 2-(methylthio)ethylamine (0.78 g, 0.0085 mol) was heated at 140° C. in an oil bath for 15 hours. The cooled solid reaction mixture was triturated with isooctane and the red-brown solid collected. This was triturated with methanol-isopropyl ether giving an off-white solid (1.15 g, 67% yield); mp 163°-165° C.

Workup

  1. customThe cooled solid reaction mixture
  2. customwas triturated with isooctane
  3. customthe red-brown solid collected

Sources & evidence

ORD record
ord-375e2a17aa3d4b43a53c3e451b858803
Source dataset
uspto-grants-1992_12
Patent number
US05171753

Reaction notes

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