5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 178483227, compound

HRID 1702391Notes

Reaction equation

HRID 1702391 reaction equation
COC1C(OC)=NS(=O)(=O)N=1.CN(CC1OC(CSCCN)=CC=1)C.[CH3:26][N:27]([CH2:29][C:30]1[O:34][C:33]([CH2:35][S:36][CH2:37][CH2:38][NH:39][C:40]2[C:44](OC)=[N:43][S:42](=[O:48])(=[O:47])[N:41]=2)=[CH:32][CH:31]=1)[CH3:28].[S:49]1[CH:53]=[CH:52][C:51]([CH2:54][S:55][CH2:56][CH2:57][NH2:58])=[N:50]1>CO>[CH3:26][N:27]([CH2:29][C:30]1[O:34][C:33]([CH2:35][S:36][CH2:37][CH2:38][NH:39][C:40]2[C:44]([NH:58][CH2:57][CH2:56][S:55][CH2:54][C:51]3[CH:52]=[CH:53][S:49][N:50]=3)=[N:43][S:42](=[O:48])(=[O:47])[N:41]=2)=[CH:32][CH:31]=1)[CH3:28]

Participants

6

Reactant 4

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 122305383,4-Dimethoxy-1,2,5-thiadiazole 1,1-dioxideHCID 129515372-{[(1,2-Thiazol-3-yl)methyl]sulfanyl}ethan-1-amineHCID 178494329HCID 178494329, compound

Product 1

HCID 178483227HCID 178483227, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

When a methanol suspension of 3,4-dimethoxy-1,2,5-thiadiazole 1,1-dioxide is reacted with one equivalent of 2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamine according to the procedure described in Example 17, Step A, and the resultant 3-{2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamino}-4-methoxy-1,2,5-thiadiazole 1,1-dioxide is treated with one equivalent of 2-[3-isothiazolylmethylthio]ethylamine, the title compound is produced.

Sources & evidence

ORD record
ord-a2bcf27550d949e1a4e098ce9e9aadb9
Source dataset
uspto-grants-1983_04
Patent number
US04380639

Reaction notes

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