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Synthetic method of bromoxynil octanoate

A technology of octanoyl bromoxynil and a synthesis method, which is applied in the field of chemistry and the synthesis of pesticide technical materials, can solve the problems of limited raw materials and large production pollution of hydroxybenzonitrile, and achieves overcoming the limited raw materials and low production pollution. Effect

Pending Publication Date: 2020-12-18
盐城优禾嘉农业科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the production of p-hydroxybenzonitrile is too polluting and the raw materials are limited

Method used

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  • Synthetic method of bromoxynil octanoate
  • Synthetic method of bromoxynil octanoate
  • Synthetic method of bromoxynil octanoate

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Embodiment Construction

[0029] The present application will be further described in detail below in conjunction with the examples. It should be understood that the specific embodiments described here are only used to explain related inventions, rather than to limit the invention.

[0030] It should be noted that, in the case of no conflict, the embodiments in the present application and the features in the embodiments can be combined with each other. The present application will be described in detail below in conjunction with embodiments.

[0031] The synthetic method of bromoxynil octanoyl of the present invention mainly comprises following four steps.

[0032] First, the preparation of 3,5-dibromo-4-hydroxybenzoic acid: add 69g (0.500mol) of p-hydroxybenzoic acid and 100g of methanol into a four-necked flask, and start stirring to dissolve the p-hydroxybenzoic acid. Add 80g (0.500mol) bromine in a constant pressure dropping funnel, add 34g (0.5mol) 50% hydrogen peroxide in another constant press...

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Abstract

The invention discloses a synthesis method of bromoxynil octanoate, which comprises the following steps: dissolving p-hydroxybenzoic acid in methanol to form a first solution, and adding bromine and hydrogen peroxide into the first solution to obtain 3,5-dibromo-4-hydroxybenzoic acid; then reacting the 3,5-dibromo-4-hydroxybenzoic acid with capryloyl chloride to obtain 3,5-dibromo-4-capryloxybenzoic acid; dissolving triphosgene in toluene to form a second solution, dissolving the 3,5-dibromo-4-capryloxybenzoic acid in toluene to form a third solution, mixing the second solution and the third solution to obtain a fourth solution containing 3,5-dibromo-4-capryloxy benzoyl chloride, and introducing ammonia gas into the fourth solution to obtain 3,5-dibromo-4-capryloxybenzamide; and dissolvingtriphosgene in toluene to form a fifth solution, dissolving 3,5-dibromo-4-capryloxybenzamide in toluene to form a sixth solution, and mixing the fifth solution and the sixth solution to obtain bromoxynil octanoate. The raw materials are p-hydroxybenzoic acid, bromine, hydrogen peroxide, capryloyl chloride and triphosgene, so that the production pollution is small.

Description

technical field [0001] The present invention generally relates to the field of chemistry, in particular to the technical field of synthesis of technical pesticides, and in particular to a method for synthesizing bromoxynil octanoyl. Background technique [0002] Bromoxynil octanoyl, also known as bromoxynil octanoate, is a benzonitrile contact herbicide with certain systemic activity. In 1963, the first benzonitrile contact herbicide bromoxynil was developed by Bayer Company of Germany. Because of its strong stability of octanoyl ester, bromoxynil is mostly used in practical applications. [0003] Bromoxynil octanoyl is a contact-killing herbicide for selective post-emergence stem and leaf treatment. It is mainly absorbed by leaves and has a very limited conduction in plants. It inhibits various processes of photosynthesis, including photophosphorylation and electron transfer. In particular, the Hill reaction of photosynthesis causes rapid necrosis of plant tissues, thereby...

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Application Information

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IPC IPC(8): C07C231/02C07C235/46
CPCC07C51/363C07C67/08C07C67/287C07C231/02
Inventor 葛中群张兵陈张唯王崇池许进韩海松
Owner 盐城优禾嘉农业科技有限公司