N-Methylhomoveratrylamine → HCID 86734429, compound

HRID 1415272Notes

Reaction equation

HRID 1415272 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1(C2C=CC(OC)=C(OC)C=2)[S:10](=[O:12])(=[O:11])[CH2:9][CH2:8][CH2:7][S:6]1(=[O:14])=[O:13].[CH3:25][NH:26]CCC1C=CC(OC)=C(OC)C=1.C(N(C(C)C)C(C)C)C>CN(C)C=O>[ClH:1].[CH3:25][NH:26][CH2:2][CH2:3][CH2:4][CH:5]1[S:10](=[O:12])(=[O:11])[CH2:9][CH2:8][CH2:7][S:6]1(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 77039N-MethylhomoveratrylamineHCID 81531DiisopropylethylamineHCID 12462834HCID 12462834, compound

Product 1

HCID 86734429HCID 86734429, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

10.4 g of 2-(3-chloropropyl)-2-(3,4-dimethoxyphenyl)-m-dithiane-1,1,3,3-tetraoxide are treated with 5.11 g of N-methyl-homoveratrylamine, 30 ml of N-ethyl-N,N-diisopropylamine and 70 ml of dimethylformamide. The solution is heated at 120° C for 6 hours. After evaporation, the residue is worked-up in a manner analogous to that described in Example 5. There is obtained N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl(-N-methyl-m-dithiane-2-propylamine-1,1,3,3-tetraoxide hydrochloride of melting point 167°-169° C.

Workup

  1. customAfter evaporation

Sources & evidence

ORD record
ord-fe485c9669364a038bf59e00164e8383
Source dataset
uspto-grants-1977_01
Patent number
US04003914

Reaction notes

Loading…