Diisopropyl Ether → HCID 86632462, compound

HRID 992346Notes

Reaction equation

HRID 992346 reaction equation
[CH2:1]([CH2:7][OH:8])[CH2:2][NH:3][CH2:4][CH2:5][NH2:6].CS[C:11](=[C:14]([C:17]#[N:18])[C:15]#[N:16])SC.C(OC(C)C)(C)C>C(Cl)Cl>[CH2:5]1[NH:6][C:11](=[C:14]([C:17]#[N:18])[C:15]#[N:16])[N:3]([CH2:2][CH2:1][CH2:7][OH:8])[CH2:4]1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 992292-(Bis(methylsulfanyl)methylidene)propanedinitrileHCID 10973740N-(3-Hydroxypropyl)ethylenediamine

Product 1

HCID 86632462HCID 86632462, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 10 ml of methylene chloride was dissolved 10.4 g of N-(2-aminoethyl)propanolamine, and the solution was added to 15.0 g of [bis(methylthio)methylene]propanedinitrile. The mixture was allowed to stand at room temperature for 1 hour under reduced pressure. Diisopropyl ether was added to the mixture, and the solid was collected by filtration. The crystals were purified by silica gel column chromatography (chloroform:methanol=5:1) to give 15.0 g (87%) of Compound (VIa) as pale yellow crystals.

Workup

  1. filtrationthe solid was collected by filtration
  2. customThe crystals were purified by silica gel column chromatography (chloroform:methanol=5:1)

Sources & evidence

ORD record
ord-a752425404e541bfa92bc2dd5f1d8d74
Source dataset
uspto-grants-2002_10
Patent number
US06469002B1

Reaction notes

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