Process for preparing halogenoalkylnitrates

Details Process for preparing halogenoalkylnitrates Process for preparing halogenoalkylnitrates

2005-11-09

2010-06-29

Anderson, Rebecca L (Department: 1626)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

C-o-group doai

C558S480000

Reexamination Certificate

active

07745496

ABSTRACT:
A process for preparing a compound of formula (I)in-line-formulae description="In-line Formulae" end="lead"?X-(CH2)n-ONO2  (I)in-line-formulae description="In-line Formulae" end="tail"?wherein:X is a halogen atom selected from Cl, Br, I;n is an integer from 3 to 6;said process comprising the slow addition of a compound of formula (II)in-line-formulae description="In-line Formulae" end="lead"?X-(CH2)n-OH  (II)in-line-formulae description="In-line Formulae" end="tail"?wherein X and n are as defined above to a nitrating agent selected from the group consisting of concentrated nitric acid/concentrated sulfuric acid (sulfonitric mixture), nitric acid alone, NaNO2in trifluoroacetic acid, nitronium salts such as NO2BF4and an organic solvent selected from the group consisting of CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane. The invention refers also to solutions containing: a compound of general formula (I) and a solvent selected from the group consisting of CH2Cl2, CHCl3, CCl4, perfluorohexane, perfluoroheptane, characterized in that the compound of formula (I) is present in a concentration not higher than 20% by weight.

REFERENCES:
patent: 2005/0192346 (2005-09-01), Shi et al.
patent: WO 2004/020384 (2004-03-01), None
patent: WO 2004/020385 (2004-03-01), None
Kawashima et al; “Synthesis and Pharmacological Evaluation of(Nitrooxy)alkyl Apovincaminates”, J Med. Chem., 1993, pp. 815-819, XP002362995, p. 818, col. 2, line 2-p. 819, col. 1, line 15, compounds 18,19,21-24 vol. 36, Japan.
Svetlakov et al; “Nitrolysis of organic halides: II. Nitrolysis of Alkyl halides, and the mechanism of the reaction”, Zhurnal Organicheskoi Khimii, 1968, pp. 1893-1899, XP008058467 col. 8, line 32; table 3, vol. 4 No. 11, Japan.

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