Summary
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1.
By the reaction of tetrachloroalkanes and trichlorcalkenes having the structures CCl3(CH2)nCl and CCl2 = CH(CH2)nCl with ammonia, the following amines have been prepared: CCl2(CH2)4NH2, CCl3(CH2)6NH2. CCl2 =CH(CH2)3NH2. CCl2 =CH(CH2)5. NH2CCl3 = CH(CH2)4NH2, and their benzoyl derivatives.
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2.
Hydrogenation of polychlorc nitriles of structure CCl3(CH2)4CN and CCl2 =CH(CH2)3CN by means of hydrogen under pressure vi presence pf Raney nickel has yielded amines of structure;CHCl2CH2);NH2 and CCl2 =CH(CH2)3NH2 and their benzoyl derivatives.
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3.
6,8,6-Trichlorchexylainine has been prepared by the action of hydrazoic acid on 7,7,7-trichloroheptanoic acid. Tie trichloroheptinoic acid was prepared from 1,1,1,5-terrachlorop;rttane by the malonic ester synthesis. The acid chloride and amide of 7,7,7-trichloroheptanoic acid have been prepared.
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Literature cited
A. N. Nesmeyanov, R. Kh. Freidlina, and V. 1. Firstov, Bull.. Acad. Sci. USSR, Div. Chem., Sci., No. 5, 505 (1951).
A. N. Nesmeyanov, R. Kh. Freidlina, and L. I. Zakharkin, Proc. Acad. Sci. USSR, 81, 199 (1951).
A. N. Nesrnayanov and L. I. Zakharkir., Bull. Acad. Sci. USSR. Div. Chem. Sci., No. 6, 938 (1953).
S. Malkiel, J. Ph. Meser, J. Am. Chem. Soc., 64, 2515 (1942).
Brit. Pat. 652,768; C. A. 46, 1577 (1952).
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Nesmeyanov, A.N., Zakharkin, L.I. & Freidlina, R.K. Synthesis ofω,ω,ω-trichloroalkylamines andω, ω-dichloroalkenylamines. Russ Chem Bull 3, 27–32 (1954). https://doi.org/10.1007/BF01195421
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DOI: https://doi.org/10.1007/BF01195421