Diethoxy-1,2,5-thiadiazol-1-one → 3-[2-Hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamino]-4-ethoxy-1,2,5-thiadiazole-1-oxide

HRID 542782Notes

Reaction equation

HRID 542782 reaction equation
[OH:1][CH:2]([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:9]=1)[CH2:3][NH2:4].[CH2:21]([O:23][C:24]1[C:28](OCC)=[N:27][S:26](=[O:32])[N:25]=1)[CH3:22]>C(O)C>[OH:1][CH:2]([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:9]=1)[CH2:3][NH:4][C:28]1[C:24]([O:23][CH2:21][CH3:22])=[N:25][S:26](=[O:32])[N:27]=1

Participants

4

Reactant 2

HCID 12927269Diethoxy-1,2,5-thiadiazol-1-oneHCID 135354772-Hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamine

Product 1

HCID 202072953-[2-Hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamino]-4-ethoxy-1,2,5-thiadiazole-1-oxide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2.78 g (0.01 mol) of 2-hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamine in 10 ml of ethanol is added dropwise over a period of 30 minutes to a solution of 1.90 g (0.01 mol) of 3,4-diethoxy-1,2,5-thiadiazole-1-oxide in 10 ml of ethanol and the mixture is stirred at room temperature for 4 hours. The title compound obtained after concentration of the reaction solution by evaporation is reacted without further purification.

Sources & evidence

ORD record
ord-f39531cf22744cb691187231bf82138d
Source dataset
uspto-grants-1987_04
Patent number
US04659721

Reaction notes

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