N-Methylhomoveratrylamine → 57010-32-9

HRID 1704799Notes

Reaction equation

HRID 1704799 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[S:10](=[O:12])(=[O:11])[CH2:9][CH2:8][CH2:7][S:6]1(=[O:14])=[O:13].[CH3:25][NH:26][CH2:27][CH2:28][C:29]1[CH:38]=[CH:37][C:34]([O:35][CH3:36])=[C:31]([O:32][CH3:33])[CH:30]=1.C(N(C(C)C)C(C)C)C>CN(C)C=O>[ClH:1].[CH3:33][O:32][C:31]1[CH:30]=[C:29]([CH:38]=[CH:37][C:34]=1[O:35][CH3:36])[CH2:28][CH2:27][N:26]([CH3:25])[CH2:2][CH2:3][CH2:4][C:5]1([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)[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 691775957010-32-9

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-a4b06aaa2dfc4b72844622c06145c877
Source dataset
uspto-grants-1978_11
Patent number
US04127588

Reaction notes

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