ChemicalBook CAS DataBase List Bis(2-chloroethyl)amine hydrochloride

Bis(2-chloroethyl)amine hydrochloride synthesis

2synthesis methods

Product Name:Bis(2-chloroethyl)amine hydrochloride
CAS Number:821-48-7
Molecular formula:C4H10Cl3N
Molecular Weight:178.49

Bis(2-chloroethyl)amine hydrochloride is mainly used as a pharmaceutical intermediate, which is synthesized by the reaction of diethanolamine and thionyl chloride.

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Yield:821-48-7 100%

Reaction Conditions:

with thionyl chloride in 1,2-dichloro-ethane at 50; for 3 h;

Steps:

1
Into a 1 L flask, equipped a refluxing condenser, is added 31.5 g (0.30 mole) of diethanolamine and 300 mL of dichloroethane, then 51.0 mL of thionyl chloride. Solid suspension formed immediately after the addition of thionyl chloride and then dissolved upon warming to 50° C. During refluxing, the solid suspension is dissolved and then the crystalline solid appears. The crystalline suspension is refluxed while being stirred for 3 hrs. The reaction is quenched by adding 20 mL of methanol and the solvents are removed under vacuum. A white crystalline material, bis(2-chloroethyl)amine hydrochloride, weighted 53.0 g, is obtained in a quantitative yield.

References:

Hu, Songzhou US2015/299113, 2015, A1 Location in patent:Paragraph 0043

FullText

Methanediamine, N,N,N',N'-tetrakis(2-chloroethyl)-

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References

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