SU646586A1 - Dimethyl-2-nitro-5-(mono-di-or trichlorophenoxy)therephthalates as starting products in synthesis of compounds having fungicidal and antihelmintic effect - Google Patents

Abstract

DimetiP'-2-nitro-5- (mono-chi, or trichpophenoxy) terefapatata 'common form - "^^' CO ^ CH3 ^ 2CO ^ CH3-where R ^ H ^ 2" hydrogen shsh chlorine, as the original BieiBtecTBa in synthesis compounds with fungicidal and antigelmintroy activity. i

Description

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646586 Invent MCfliSi T SSibix of terephthalic acid derivatives, specifically Yietip-2-core-cipher-5- (mono, da- or trichpyrphenoxy) terephthalates, where R and -BiuopiiSHWHYBR, as a source of compounds in the synthesis of compounds, possess fungi fungi, having fungicide, in the synthesis of compounds, having fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic compounds in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic compounds in the synthesis of compounds, with fungic acid, in the synthesis of compounds, with fungic compounds in the synthesis of compounds, having fungic compounds in the synthesis of compounds with fungicide compounds in the synthesis of compounds, with fungi fungiches, in structure to compounds of formula 1 V} gabyby :: ShyoYyYayyo Yetshg-2-nitro-5- (substituted phenoxy) benzyryty, which possess the herbicidal activity Cl i However, these compounds have no fungicidal and anti-helminthic activity. The aim of the invention is the expansion of the arsenal of compounds that could be used in the synthesis of compounds with fungicidal and anty-. helminth activity. Physical properties and analytical data of compounds 1 are given in the table. All substances you are .1, -V-- -i- are analytically pure, they represent the colorless compounds, well pacTBOpEQkOje when heated in low alcohols, acetic acid and dimethylformamide (DMF), partially soluble in toluene and acid and practically insoluble in water.

Gr „Г« -,

 The same10-103 79.0

T TZHEHYAOR 116-11773.0 С (,

, iai; isqc: .s.S. -,

- --... W--, .... The compounds of formula 1 are obtained by reacting dimethyl-2-nitro-5hl orterephthalate of the formula. -I- -.V, with hporozamednyk phenop tOm alkali metal of the general formula,; sSrTS 2. (ifess -v- - -. - 1 it; j- -: ii-fef a-: 2S -i where iR and R, have exceeded values. jjjjgj --------- - : M - potassium or sodium, in DM medium, right 80-140 ° Spooge ApsheGeGe1 “(a1ePebb 6 is cleared) Example. A mixture of 0.2 mol dimethyl-2-nitro-5-chloroterephthalate.

52.3 3.2 9.9 3.8 52.6 3.3 9.7 3.8 48.3 2.6 18.0 3.4 48.0 2, d 17.7 3.5 43, 8 2.7- 24.2 3.044.2 2.3 24.5 3.2 0.22 mol of potassium or sodium p-chlorophenol and 150 ml of DMF are heated. 4 hours at 95 ° C with stirring, the DMF is distilled off to dryness in vacuo, the residue is added: I 10m 120 ml of methanol, boil for 15 minutes and the hot pafcTBOp is filtered to remove potassium chloride. The methane solution is partially evaporated and cooled. The colorless crystals which have separated out are filtered and washed with water and cooled Methanol. After recrystallization from methanol, pure analytical dimethyl-2-nitro-5- (4-chlorophenoxy) tereft atom is obtained; A1VILOGI SCHO from dimethyl-2-sh1TRO-5 chloroterephthalate and the corresponding face of the textbook dimetip-2-nitro-5 (2,4-dachlorophenoxy) -and dimetvd-2-niro-5- {2,4,5-trichlorophenoxy) terephthalate The starting dimethyl-2-nitro-5-chlorotereXT can be prepared as follows. To a solution of 114 g (0.5 mol) of dimet # 1Hy6 Refinery, and in / T20 g of sulfuric acid (sp. Weight 1,395) at 2025 C add a nitrating mixture (60 ml

3646586.4

concentrated oeroa ky oty in the besvetavsgo vekhestva, t.pp. 112-113 С

60 MP nitric acid 10ty, beats, 1.5). (Ashrt),

The reaction mass was left to be found,%: CC 13.0} N 52,

this temperature is still 30 min of the highest 4 th

watered in ice water. This gives 116.5 g (Cycid),%: Cf 13.0; M,

Claims (1)

Dimetip ^ 2-nitro-5 - '(qi mono-or trichlorophenoxy) terephthalates' overall shape ° ^cN g of ^K 2 CO ₂ CH _3?. where R ^ n R2 is hydrogen or chlorine, as starting materials in the synthesis of compounds having fungicidal and anthelmintic activity. '(L 05 cl □ o