Process for halogenation of aldehydes and production of oximes t

Details Process for halogenation of aldehydes and production of oximes t Process for halogenation of aldehydes and production of oximes t

1977-08-04

1978-06-20

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260566A, C07C 4714, C07C13100

Patent

active

040961877

ABSTRACT:
In the halogenation under reflux conditions of an aldehyde of the formula ##STR1## with Cl.sub.2, Br.sub.2 or I.sub.2, the aldehyde and halogen are continuously fed into a reactor at a molar ratio of halogen to aldehyde between about 0.8:1 and about 1.1:1 and water is continuously fed into the reactor at a rate of between about 1 and about 20% by weight of aldehyde. The product .alpha.-haloaldehyde is thioalkylated and then oximated to form a 2-hydrocarbylthioaldoxime of the formula ##STR2## with improved yield and quality because of the improved yield and quality of .alpha.-haloaldehyde. An exemplary process includes the chlorination of isobutyraldehyde (IBA) to form .alpha.-chloroisobutyraldehyde (CIBA), the thiomethylation of CIBA to form 2-methyl-2 methylthio-propionaldehyde (MTIBA) and the oximation of MTIBA to form 2-methylthio-propionaldehyde oxime (aldicarb oxime or ADO).

REFERENCES:
patent: 3873624 (1975-03-01), Mathew et al.
patent: 3931331 (1976-01-01), Mathew et al.
Guinot et al., Compt. rend., vol. 231 pp. 234-236 (1950).
Hagemeyer et al., "The Chemistry of Isobutyraldehyde and its Derivatives" (1953) pp. 1, 5, 10-15, 48-49, 61, 85, 87-94.

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