5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178486566, compound

HRID 280558Notes

Reaction equation

HRID 280558 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[S:10](=[O:12])(=[O:11])[N:9]=[C:8](OCC)[C:7]=2[CH:16]=1.[CH3:19][N:20]([CH2:22][C:23]1[O:27][C:26]([CH2:28][S:29][CH2:30][CH2:31][NH2:32])=[CH:25][CH:24]=1)[CH3:21]>C1(C)C=CC=CC=1>[CH3:21][N:20]([CH2:22][C:23]1[O:27][C:26]([CH2:28][S:29][CH2:30][CH2:31][NH:32][C:8]2[C:7]3[CH:16]=[C:3]([O:2][CH3:1])[C:4]([O:17][CH3:18])=[CH:5][C:6]=3[S:10](=[O:11])(=[O:12])[N:9]=2)=[CH:25][CH:24]=1)[CH3:19]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 233207605,6-Dimethoxy-3-ethoxy-benzoisothiazole-1,1-dioxide

Product 1

HCID 178486566HCID 178486566, compoundYield 47.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A toluene (50 ml) solution of 5,6-dimethoxy-3-ethoxy-1,2-benzoisothiazole-1,1-dioxide (D5) (0.13 g) was heated under reflux with 2-[(5-dimethylaminomethylfuran-2-yl)methylthio]ethylamine (0.2 g) for 18 h. Evaporation of the solvent and purification of the residue by column chromatography on silica gel using 5% methanolic chloroform as eluant afforded the title compound (0.1 g).

Workup

  1. customEvaporation of the solvent and purification of the residue by column chromatography on silica gel using 5% methanolic chloroform as eluant

Sources & evidence

ORD record
ord-0fbe6a64e057428d8ea953989a15490c
Source dataset
uspto-grants-1986_05
Patent number
US04590192

Reaction notes

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