Process for the preparation of 5-bromo-5-nitro-1,3-dioxane

Details Process for the preparation of 5-bromo-5-nitro-1,3-dioxane Process for the preparation of 5-bromo-5-nitro-1,3-dioxane

1989-05-01

1990-05-22

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

568712, C07D31906

Patent

active

049279467

ABSTRACT:
Unpurified 2-bromo-2-nitro-1,3-propanediol is used as the starting material for a process for the preparation of 5-bromo-5-nitro-1,3-dioxane from 2-nitro-1,3-propanediol without the use of an organic solvent on an industrial scale. This is carried out in such a way that in a first stage a mixture of bromine and aqueous hydrogen bromide solution is cooled and an aqueous solution of an alkali metal or an alkaline-earth metal salt of 2-nitro-1,3-propanediol is added at such a rate that, with cooling, the maximum reaction temperature does not exceed 30.degree. C., and then in a second reaction stage paraformaldehyde and sulfuric acid are added, left to react above room temperature, and the organic phase separated.

REFERENCES:
patent: 3658921 (1972-04-01), Wessendorf
patent: 3711561 (1973-01-01), Wessendorf
patent: 3772443 (1973-11-01), Wessendorf et al.
patent: 3931233 (1976-01-01), Conrad
patent: 4754079 (1988-06-01), Bison et al.
Chemical Abstracts, vol. 105:191101c; Chapter 28--Heterocycles, p. 731; 5-Bromo-5-Nitro-1,3-Dioxanes; Nov. 24, 1986.
Chemical Abstracts, vol. 102:100612u; Chapter 62--Essential Oils and Cosmetics; p. 299; Organic Synthesis, Antibacterial Evaluation, and Quantitative Structure-Activity Relationships (QSCR) of Cosmetic Preservatives Relates to 5-Bromo-5-Nitro-1,3-Dioxane; Mar. 25, 1985.

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