Synthesis of isocyanates from nitroalkanes

Details Synthesis of isocyanates from nitroalkanes Synthesis of isocyanates from nitroalkanes

1981-05-18

1982-07-27

Torrence, Dolph H.

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

Organic compounds

Carboxylic acid esters

260453P, 560 25, C07C11800, C07C125063, C07C12507

Patent

active

043418988

ABSTRACT:
A process for the preparation of aromatic isocyanates from nitroalkanes. A nitromethyl aromatic compound of the general formula: ##STR1## wherein R and R.sub.1 represent hydrogen, halogen, a C.sub.1 -C.sub.5 alkyl radical, a C.sub.1 -C.sub.4 alkoxy radical, nitro, isocyanato, an alkoxycarbonylamino, or nitromethyl radical, with R and R.sub.1 being the same or different, is heated in the presence of an effective amount of a Lewis acid or Bronsted acid substance to effect a dehydrogenation-isomerization reaction to yield an aromatic isocyanate of the general formula: ##STR2## The product of the reaction may be recovered as the aromatic isocyanate or the alcohol adduct, a carbamate.

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Georg Trickes et al., Catalyzed Rearrangement of Nitrile Oxides to Isoeyanates, Angew. Chem. Int. Ed. Engl. 16, 1977, No. 8, p. 555.
Abdur Rahman et al., Pakistan Journal of Scientific Research, Complete Volume, (30), 1978, pp. 92-94.
Ch. Grundmann, The Nitrile Oxides--Versatile Tools of Theoretical and Preparative Chemistry, 1979, pp. 52 and 53.

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