Process for chloroalkynes and alkynyl amines

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564485, 570189, 570217, C07C20900

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active

060875356

ABSTRACT:
This invention provides an improved process for the preparation of chloroalkynes from alkynyl alcohols. The chloroalkynes can be employed to prepare alkynyl amines which are useful for the manufacture of biologically active materials. The present invention reduces the hazards of the chlorination reaction, eliminates or greatly reduces by-product formation, and provides certain environmental benefits.

REFERENCES:
patent: 2766285 (1956-10-01), Hennion et al.
patent: 5254584 (1993-10-01), Michelotti et al.
Stammann, et al., Umsetzung von 3-Chlor-3-methyl-1-butin mit Chlorwasserstoff: Hinweise gegen eine elektrophile Additionsreaktion, Chemische Berichte, vol. 113, 3103-3111 (1980) (No translation).
Hennion, et al., Sterically Crowded Amines. IV. Secondary and Tertiary Bispropargylic Amines and Their Hydrogenation Products, J. Org. Chem., vol. 30, 2645-2650 (1965) month unavailable.
Hennion, et al., The Preparation of Some Acetylenic Primary Amines, J. Am. Chem. Soc., 75, 1653 (1953).
Hennion, et al., Preparation of t-Acetylenic Chlorides, J. Org. Chem., 26, 725 (1961).
Kopka, et al., Preparation of a Series of Highly Hindered Secondary Amines, Including Bis(triethylcarbinyl)amine, J. Org. Chem., 45, 4616 (1980).

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