CN1028636C - Insecticide acaridcide preparing method - Google Patents
Insecticide acaridcide preparing method Download PDFInfo
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- CN1028636C CN1028636C CN 91107318 CN91107318A CN1028636C CN 1028636 C CN1028636 C CN 1028636C CN 91107318 CN91107318 CN 91107318 CN 91107318 A CN91107318 A CN 91107318A CN 1028636 C CN1028636 C CN 1028636C
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- insecticide
- acaridcide
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Abstract
The present invention relates to a preparation process of new insecticide and acaricide synthesized through esterification. Compared with flucythrinate, the insecticide and acaricide have the advantages of high efficiency, low toxicity, no stimulation to the skin of human bodies, etc.
Description
The present invention relates to the preparation of insecticide acaridcide, relate in particular to the preparation method of new pyrethroid class insecticidal/acaricidal agent.
The pyrethroid insecticidal/acaricidal agent is to copy the natural pyrethrum chemical structure, with the sterilant of chemical synthesis process manufacturing, and as United States Patent (USP) 4,199, the 595 fluorine cyanogen chrysanthemum fat that provide, its structure is shown below:
Fluoro-Cyano chrysanthemate and original sterilant compare most harmful insects such as aphid, pink bollworm, cockroach etc. have more powerful killing action, and be lower to people, animal toxicity, but still have many shortcomings, as undesirable to evil mite (two-spotted spider mite etc.) drug effect, could effectively kill harmful mite with the higher concentration soup, human body skin and eye mucosa there are stimulation, must dress safety appliance etc. in use and limit use range, to the people, poultry still has certain toxicity, belongs to medium toxic pesticides.
The purpose of this invention is to provide a kind of new mite and insect killing agent and manufacture method thereof.
Insecticide acaridcide provided by the present invention has following array structure:
Insecticide acaridcide provided by the invention (I) is compared with existing pyrethroid insecticidal/acaricidal agent such as fluoro-Cyano chrysanthemate has following advantage:
1. except that having the insecticidal action that fluoro-Cyano chrysanthemate has, under lower concentration, also has excellent acaricidal action.
2. lower to the person poultry toxicity.
3. non-stimulated to skin and eye mucosa.
Insecticide acaridcide provided by the present invention prepares by known esterifying reaction method, is shown below
In raw material (II) X=Cl or Br or
The time
Y=OH in the raw material (III)
When in the raw material II during X=OH, Y=Br or Cl in the raw material (III),
Particularly when in the raw material III during Y=OH, labile raw material III can be separated and its generate moment in the presence of catalyzer immediately with the raw material II
(X=Cl or Br or O-
-OCHF
2) the reacting generating compound I.
Insecticide acaridcide (I) in order to the preparation of top method, except that having the insecticidal activity suitable with fluoro-Cyano chrysanthemate, it and miticide such as kelthane commonly used at present, amitraz and fluoro-Cyano chrysanthemate are compared, evil mites such as two-spotted spider mite are had higher activity, lower to mammalian toxicity.
Three kinds of agricultural chemicals of table 1 contrast the two-spotted spider mite indoor virulence
LC50 LC90
The agricultural chemicals time
（PPm） （PPm）
Insecticide acaridcide (I) 17 229 24
Kelthane 30 276 24
Amitraz 82 1,724 24
Insecticide acaridcide (I) 16 187 48
Kelthane 17 145 48
Amitraz 76 1,494 48
Three kinds of agricultural chemicals of table 2 contrast the two-spotted spider mite field efficacy
The mu dosage
7 days preventive effects of agricultural chemicals
(effective ingredient)
Insecticide acaridcide (I) 3 grams 96.6%
Fluoro-Cyano chrysanthemate 6～7 grams＞80%
Kelthane 20 grams 82.8%
Two kinds of agricultural chemicals of table 3 contrast the cotten aphid field efficacy
The mu dosage
7 days preventive effects of agricultural chemicals
(effective ingredient)
Insecticide acaridcide 3 grams 92.1%
Fluoro-Cyano chrysanthemate 3 grams 91.6%
Two kinds of agricultural chemicals of table 4 contrast the small white mouse acute oral toxicity
Agricultural chemicals LD
50
Insecticide acaridcide＞10000mg/kg
Fluoro-Cyano chrysanthemate 76～81mg/kg
Embodiment 1
In the reaction flask that has agitator and thermometer, add raw material II (X=OH19.8 gram) toluene 100 grams, salt of wormwood 13.8 grams, water 56 grams, Tetrabutyl amonium bromide 1 gram, stir, in the time of 5 ℃, add 36.7 gram raw material III (Y=Br), temperature is raised to 30 ℃ then, reacted 6 hours, water flush away inorganics, precipitation gets insecticide acaridcide (I) content 93%, yield 92%.
Embodiment 2
(right-the bromine phenoxy group)-phenyl aldehyde 27.7 grams between in the reaction flask that has agitator and thermometer, dropping into, toluene 100 grams, sodium cyanide 5.9 grams, water 24 grams, Tetrabutyl amonium bromide 2 grams, stir and in the time of 10 ℃, add 23.3 gram raw material II (X=Cl), temperature is raised to 50 ℃ then, reacted water flush away inorganics 2 hours, precipitation gets insecticide acaridcide (I) content 91%, yield 90%.
Embodiment 3
In the reaction flask that has agitator and thermometer, drop into 26 gram raw material III (Y=OH), 23.2 grams, raw material II (X=Cl) 80 gram benzene, 101 gram triethylamines 20 ℃ of following stirring reactions 4 hours, wash with water, precipitation gets insecticide acaridcide (I), content 89%, yield 91%.
Embodiment 4
In the reaction flask that has agitator and thermometer, drop into 37.8 grams, compound ii
(X=O-
-OCHF
2) between 27.7 grams-(to the bromine phenoxy group)-phenyl aldehyde, trichloromethane 120 gram, potassium cyanide 6.5 grams, water 25 grams, benzyltriethylammoinium chloride 6 grams, 40 ℃ of reactions 3 hours down wash with water, and precipitation gets insecticide acaridcide (I), content 95%, yield 93%.
Claims (3)
1, a kind of structure is the preparation method of the Insecticiding-miticiding compound of formula I, it is characterized in that under alkaline condition, reacting and obtain the formula I compound with formula II compound and formula III compound,
Wherein X=Cl in the formula II or Br or
The time, Y=OH in the formula III; Perhaps, when in the formula II during X=OH, Y=Br or Cl in the formula III.
2, method according to claim 1 is characterized in that as X=Cl or Br or F
2CHO-
During with Y=OH, do not isolate the formula III compound, the moment of utilizing formula III to generate generates the formula I compound with the reaction of formula II compound immediately.
3, method according to claim 1, when it is characterized in that X=OH, Y=Br or Cl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 91107318 CN1028636C (en) | 1991-01-30 | 1991-01-30 | Insecticide acaridcide preparing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 91107318 CN1028636C (en) | 1991-01-30 | 1991-01-30 | Insecticide acaridcide preparing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1063681A CN1063681A (en) | 1992-08-19 |
| CN1028636C true CN1028636C (en) | 1995-05-31 |
Family
ID=4908669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 91107318 Expired - Fee Related CN1028636C (en) | 1991-01-30 | 1991-01-30 | Insecticide acaridcide preparing method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1028636C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1061212C (en) * | 1994-01-05 | 2001-01-31 | 上海中西药业公司 | Pesticide and mite-killing agent containing optically active compound and its preparation method |
-
1991
- 1991-01-30 CN CN 91107318 patent/CN1028636C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1063681A (en) | 1992-08-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C53 | Correction of patent for invention or patent application | ||
| CB02 | Change of applicant information |
Applicant after: Shanghai Chinese and Western Medicine Industrial Co., Ltd. Applicant before: WESTEN AND CHINESE TRANDITIONA |
|
| COR | Change of bibliographic data |
Free format text: CORRECT: APPLICANT; FROM: WESTEN AND CHINESE TRANDITIONAL MEDICINE PHARAMACENTIC FACTORY TO: SHANGHAI WESTEN AND CHINESE TRANDITIONAL MEDICINE PHARAMACENTIC CO., LTD. |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C15 | Extension of patent right duration from 15 to 20 years for appl. with date before 31.12.1992 and still valid on 11.12.2001 (patent law change 1993) | ||
| OR01 | Other related matters | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |