Homoveratrylamine → HCID 86743753, compound

HRID 1199467Notes

Reaction equation

HRID 1199467 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH2:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](Cl)=[S:18]>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][C:17](=[S:18])[C:16]2[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=2[CH3:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 8421HomoveratrylamineHCID 128493892-Methylbenzenecarbothioyl chloride

Product 1

HCID 86743753HCID 86743753, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3,4-Dimethoxyphenyl)ethylamine (4.8 ml), poly(4-vinylpyridine) (PVP) (5.7 g) and 2-methylthiobenzoyl chloride (5.3 g) were stirred in dichloromethane (50 ml) with cooling in a water bath at 20° for one night. The PVP was filtered off and washed with CHCl3. Evaporation of the extracts followed by flash chromatography (ethyl acetate/petroleum ether) gave the sub-title compound, mp 94°-95°.

Workup

  1. temperaturewith cooling in a water bath at 20° for one night
  2. filtrationThe PVP was filtered off
  3. washwashed with CHCl3
  4. customEvaporation of the extracts

Sources & evidence

ORD record
ord-65fe77d0203747908fbc31567c7a28f4
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

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