CN102040540A - Synthetic method of methoxyfenozide - Google Patents
Synthetic method of methoxyfenozide Download PDFInfo
- Publication number
- CN102040540A CN102040540A CN2009101748767A CN200910174876A CN102040540A CN 102040540 A CN102040540 A CN 102040540A CN 2009101748767 A CN2009101748767 A CN 2009101748767A CN 200910174876 A CN200910174876 A CN 200910174876A CN 102040540 A CN102040540 A CN 102040540A
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- methoxyfenozide
- controlling
- larva
- dropping
- toluene
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention provides a synthetic method of methoxyfenozide. Concretely, the method comprises: dissolving N-(3-methoxy-2-methyl-benzoyl)-N-tert-butyl hydrazine in toluene, stirring, cooling, adding 95% of the 3,5 - dimethyl benzoyl chloride solution with toluene as solvent dropwisely, simultaneously, adding 40% of sodium hydroxide solution dropwisely, here, controlling the dropping speeds to make dropping of the two solutions is finished in the same time, reacting under room temperature for 2 hours after dropping, filtering, washing to obtain white solid methoxyfenozide. The product methoxyfenozide obtained in the invention is an insect growth conditioning agent which is only useful for lepidoptera larva; is a new bionic pesticide for promoting the ecdysis of lepidoptera larva; has good effects in controlling of lepidoptera larva, is suitable for comprehensive controlling of insects; and achieves the advantages of effectiveness in controlling the elderly and the young larva, long period of validity, safety to crops and drug injury avoidance.
Description
Technical field
The present invention relates to a kind of chemical substance synthetic method, be specially the synthetic method of methoxyfenozide.
Technical background
Methoxyfenozide belongs to two aromatic hydrazide kind insect growth regulator(IGR)s, be mainly used in vegetables and field-crop, be used to prevent and treat lepidoptera pest and other insect on the crops such as vegetables (Brassica oleracea L.var.capitata, melon, solanberry class), apple, corn, cotton, grape, Kiwifruit, flowers, paddy rice, Chinese sorghum, soybean, beet, tealeaves, walnut, the per hectare consumption is 20～30g only, and drug effect is better than worm hydrazides (rice is full).
Chemical name: the N-tertiary butyl-N-(3-methoxyl group-2-methyl benzoyl)-3,5-dimethyl benzene formyl hydrazine.
Pure product are white powder, 202～205 ℃ of fusing points, and vapour pressure＜5.3 * 10-5Pa (25 ℃), solubleness in the water (20 ℃)＜1mg/L, solubleness in other solvent (g/100g):
Dimethyl sulfoxide (DMSO) 11, pimelinketone 9.9, acetone 9.At 25 ℃ of following shelf-stables.
Structural formula is as follows:
Toxicity: big mouse acute oral LD50＞5000mg/kg.Rat acute is through skin LD50 (24h)＞2000mg/kg.Rat sucks LC50 (4h) 4.3mg/L.Quail and wild duck LD50＞5260mg/kg.Giant sunfish LC50 (96h) 4.3mg/L.Water flea LD50 (48h) 3.8mg/L.100mg (a.i.)/head is to honeybee safety.This product is non-stimulated to skin, and the lagophthalmos eyeball is had minimal irritation, no teratogenesis, mutagenesis, carcinogenesis.
Use: this medicine is an insect growth regulator(IGR), and is only effective to lepidopterous larvae, promotes the novel bionical sterilant that lepidopterous larvae is casted off a skin.Good to the lepidopterous larvae prevention effect, be applicable to the comprehensive regulation of insect, all effective to advanced age and low instar larvae, and the lasting period is long, to crop safety, is difficult for producing poisoning.
Summary of the invention
The synthetic method that the purpose of this invention is to provide a kind of chemical substance methoxyfenozide.Synthetic method of the present invention may further comprise the steps to be finished:
1) AgN-(3-methoxyl group-2-methyl benzoyl)-N-tertiary butyl hydrazine is dissolved in the 4Aml toluene, stirs, and cools to 0 ℃.
2) drip Ag 95%3, the 4A ml toluene solution of 5-dimethyl benzoyl chloride drips 0.4Ag 40% sodium hydroxide solution simultaneously, and dropping temperature is no more than 5 ℃, the control rate of addition drips off both simultaneously, drips back room temperature reaction 2h, filters, washing gets white solid, is methoxyfenozide.
Claims (1)
1. the synthetic method of methoxyfenozide is characterized in that, this synthetic method may further comprise the steps:
1) AgN-(3-methoxyl group-2-methyl benzoyl)-N-tertiary butyl hydrazine is dissolved in the 4Aml toluene, stirs, and cools to 0 ℃.
2) drip Ag 95%3, the 4A ml toluene solution of 5-dimethyl benzoyl chloride drips 0.4Ag 40% sodium hydroxide solution simultaneously, and dropping temperature is no more than 5 ℃, the control rate of addition drips off both simultaneously, drips back room temperature reaction 2h, filters, washing gets white solid, is methoxyfenozide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101748767A CN102040540A (en) | 2009-10-20 | 2009-10-20 | Synthetic method of methoxyfenozide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101748767A CN102040540A (en) | 2009-10-20 | 2009-10-20 | Synthetic method of methoxyfenozide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102040540A true CN102040540A (en) | 2011-05-04 |
Family
ID=43907114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009101748767A Pending CN102040540A (en) | 2009-10-20 | 2009-10-20 | Synthetic method of methoxyfenozide |
Country Status (1)
| Country | Link |
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| CN (1) | CN102040540A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102417448A (en) * | 2011-08-18 | 2012-04-18 | 山东凯盛新材料股份有限公司 | Closed continuous production process of high-purity and high-melting point aromatic acyl chloride tablet product |
| CN102863355A (en) * | 2012-09-24 | 2013-01-09 | 浙江禾田化工有限公司 | Purifying method of N-(3-methoxy-2-methyl benzoyl)-N'-tert-butylhydrazine |
| CN105340908A (en) * | 2015-12-14 | 2016-02-24 | 济南舜昊生物科技有限公司 | Insecticide composition containing benclothiaz and methoxyfenozide |
-
2009
- 2009-10-20 CN CN2009101748767A patent/CN102040540A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102417448A (en) * | 2011-08-18 | 2012-04-18 | 山东凯盛新材料股份有限公司 | Closed continuous production process of high-purity and high-melting point aromatic acyl chloride tablet product |
| CN102417448B (en) * | 2011-08-18 | 2014-09-17 | 山东凯盛新材料有限公司 | Closed continuous production process of high-purity and high-melting point aromatic acyl chloride tablet product |
| CN102863355A (en) * | 2012-09-24 | 2013-01-09 | 浙江禾田化工有限公司 | Purifying method of N-(3-methoxy-2-methyl benzoyl)-N'-tert-butylhydrazine |
| CN102863355B (en) * | 2012-09-24 | 2014-05-21 | 浙江禾田化工有限公司 | Purifying method of N-(3-methoxy-2-methyl benzoyl)-N'-tert-butylhydrazine |
| CN105340908A (en) * | 2015-12-14 | 2016-02-24 | 济南舜昊生物科技有限公司 | Insecticide composition containing benclothiaz and methoxyfenozide |
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| DD01 | Delivery of document by public notice |
Addressee: Zhao Jing Document name: Notification of before Expiration of Request of Examination as to Substance |
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| DD01 | Delivery of document by public notice |
Addressee: Zhao Jing Document name: Notification that Application Deemed to be Withdrawn |
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| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20110504 |