Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
  • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
  • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
  • A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system

Definitions

• the present invention relates to a novel ⁇ -(-hydroxybenzoyloxy) benzoate.
• the compound of formula (I) of the present invention can be prepared, for example, by reacting ⁇ -acetoxybenzoic acid chloride and ⁇ -hydroxybenzoic acid benzyl ester in the presence of amine in a suitable solvent. The reaction can be carried out to obtain p- ( ⁇ -acetoxybenzoyloxy) benzoyl benzoate, which can be hydrolyzed by a conventional method to produce the compound.
• the target compound can be purified by a conventional method such as column chromatography or recrystallization.
• This MizunotoAkira compounds have a repellent action against such hygiene pests e.g. cockroaches and termites, thus, for example, as a pest repellent Te useful ': there. It also has a bactericidal action and is useful as a bactericide such as an industrial bactericide.
• the compound of the present invention When used as a pest repellent, it may be used as a mixture with a commonly used carrier for a sanitary pest repellent, in a synthetic resin such as vinyl chloride, or other materials intended to repel sanitary pests. As an incorporation mode, paint by brush, spray, etc. It is used as a cloth or impregnated form.
• a carrier commonly used as a bactericide for example, as a hand disinfectant, or as an antiseptic paint mixed with a paint or the like.
• the amount of the compound of the present invention varies depending on the mode of use, and it is sufficient to use a sufficient amount to exert a sanitary pest repellent action and a bactericidal action.
• a sufficient amount to exert a sanitary pest repellent action and a bactericidal action For example, with respect to 1 part by weight of a carrier or the like, 0.5 to 10 parts by weight of a sanitary insect repellent and 0.05 to 5 parts by weight of a fungicide are usually added.
• a 200 ml four-necked flask equipped with a condenser and a thermometer is charged with 36 g of P-acetoxybenzoic acid and 71.4 g of Thioluc's mouth, and reacted at 50 for 4 hours.
• the excess chloride is distilled off under reduced pressure to give P-acetoxybenzoic acid chloride.
• p-hydroxybenzoic acid benzyl ester 45.7 g and triethylamine 200.2 were placed in a 300 ml four-necked flask similarly equipped with a cooling tube, a thermometer, and a dropping funnel. g and 100 ml of toluene.
• D- (p-acetoxybenzoyloxy) benzoate was added to a 100 ml flask with a cooling tube and thermometer. Charge 15.6 g of gill ester, 30 g of 5% sodium hydroxide and 50 ml of tetrahydrofuran, and react at 30'c for 5 hours. The reaction product is extracted with 5 O ml of toluene, and after washing with water, the toluene is distilled off. When the residue is collected on a column and collected, P- (p-hydroxybenzoyloxy) benzoyl benzoate is obtained as white crystals with a melting point of 137-13.5'C.
• the compound of the present invention ′ is dissolved in methanol to prepare a 10,000 ppm solution. Soak the l ml in a filter paper of 12 x 9 cm square, air-dry, and then paste the ⁇ paper on the bottom of the inner surface of a 12 x 9 cra, 1 cm high filter.
• the antibacterial activity of the compound of the present invention was measured by the minimum inhibitory concentration (MIC / * g / ml) by agar dilution method.
• the compound of the present invention is mixed and mixed on a nutrient agar medium to prepare a predetermined concentration.
• the compound of the present invention is dissolved in toluene to make a 50% toluene solution.
• the solution was added in an amount of 1 to 10 parts to 100 parts of an external coat of an alkyd denatured butyl acetate system, heated for 50 days and 7 days in a buffered aqueous solution of PH9.2. No changes such as decay occurred.

Landscapes

• Life Sciences & Earth Sciences (AREA)
• Agronomy & Crop Science (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Health & Medical Sciences (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• General Health & Medical Sciences (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

Applications Claiming Priority (2)

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Citations (1)

• 1984
  • 1984-01-25 JP JP1165184A patent/JPS60156646A/ja active Granted
• 1985
  • 1985-01-21 WO PCT/JP1985/000021 patent/WO1985003289A1/ja not_active Ceased
  • 1985-01-21 EP EP19850900746 patent/EP0169246A4/en active Pending

Patent Citations (1)

Non-Patent Citations (1)

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