MF C5H2Cl3N Organic Farming Pesticides 104.7degree Flash Point

MF C5H2Cl3N 2,3,5-Trichloropyridine CAS 16063-70-0

Specification

Application

2,3,5-trichloropyridine can be used for the production of pharmaceutical intermediates, pesticide intermediates, clodinafop-propargyl intermediates 2,3-difluoro-5-chloropyridine.

Preparation method

1. Ring method

US4245098 discloses a technology for the synthesis of 2,3,5-trichloropyridine by a catalytic ring-closure method, specifically in the presence of a catalyst, the addition reaction of chloroacetaldehyde and acrylonitrile to form 2,4,4- Dichloro-4-formyl butyronitrile, and then the ring-closing reaction continues to remove one molecule of water to obtain 2,3,5-trichloropyridine. The method has the advantages of easy availability of raw materials, few synthesis steps, etc., but the process reaction conditions are harsh, the yield is not ideal, and a large amount of "three wastes" are generated.

2. Pyridine derivative method

The pyridine derivatization method is divided into: (1) Using pyridine or low-chlorinated pyridine as raw material, the synthesis of 2,3,5-trichloropyridine through the localized chlorination reaction on the pyridine ring; (2) the selective removal of polychlorinated pyridine Chlorine; (3) Conversion of other functional groups on the pyridine ring.

(1) Direct chlorination with pyridine or low-chlorine pyridine;

US4515953 discloses a process for the synthesis of 2,3,5-trichloropyridine from pyridine. The process has many problems: complicated operation, many by-products, difficult separation of products, easy coking during the reaction process, resulting in low yield, The equipment investment is large and easy to be corroded, and the reaction energy consumption is large. The advantages of this process are that the reaction raw materials are readily available and cheap; US4108856 discloses a process for the synthesis of 2,3,5-trichloropyridine by high-temperature chlorination using 3,5-dichloropyridine as a raw material. The raw material conversion rate of the process is low. There are many by-products, and the 3,5-dichloropyridine method itself is an important intermediate, which is expensive and difficult to obtain, so it is not suitable for industrial production.

(2) Polychloropyridine dechlorination method

The synthesis of 2,3,5-trichloropyridine by dechlorination reaction in the presence of excess zinc powder with pentachloropyridine as raw material has also been reported. First, the raw materials of pentachloropyridine are not easy to obtain, and the excessive zinc powder makes the process not cost-effective, and post-treatment is difficult and pollution is serious. Similarly, CDWeis et al. reported in the literature Journal of Heterocyclic Chemistry 1980, 17(3), 493-496 that 2,3,4,5-tetrachloropyridine was synthesized by dechlorination in the presence of zinc powder. -Trichloropyridine method.

(3) Functional group conversion

US4127575 and GB1215387A respectively disclose the synthesis of 2,3,5-trichloropyridine using trichlorohydrazinopyridine and 3,5-dichloro-2-pyridone as raw materials. These two methods have fewer reaction steps and ideal yields, but both have disadvantages such as expensive raw materials and difficult to obtain.

Dangerous goods sign: Xi
Hazard category code: 52/53-36/37/38
safety instructions: 61-37/39-26
Dangerous goods transport number: UN 2811 6.1/PG 3

WGK Germany 2
RTECS number: UU0525000
Hazard Note Irritant

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