5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178494329, compound

HRID 1758608Notes

Reaction equation

HRID 1758608 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[CH3:15][O:16][C:17]1[C:21](OC)=[N:20][S:19](=[O:25])(=[O:24])[N:18]=1>CO>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:21]2[C:17]([O:16][CH3:15])=[N:18][S:19](=[O:25])(=[O:24])[N:20]=2)=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 122305383,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxide

Product 1

HCID 178494329HCID 178494329, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

A solution of 2-[(5-dimethylaminomethyl-2-furylmethylthio]ethylamine (2.14 g; 10.0 mmoles) in 25 ml of dry methanol was added dropwise over 35 minutes to a well stirred suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide (1.78 g; 10.0 mmoles) in 180 ml of dry methanol that had been cooled to 1° in an ice-water bath. After 15 minutes at 0°, a methanol solution of the title compound is produced. A TLC [silica/CH2Cl2 :CH3OH (9:1)] gave Rf=0.48.

Workup

  1. temperaturehad been cooled to 1° in an ice-water bath

Sources & evidence

ORD record
ord-0b845c11d61c456e9fc3467dde9a674f
Source dataset
uspto-grants-1983_02
Patent number
US04374248

Reaction notes

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