Process for preparing derivatives of d-2-(4-phenoxy)-propionic acid

专利摘要:
METHOD OF OBTAINING A PRODUCTION OF WATER B-2-
公开号:SU1075969A3
申请号:SU813233698
申请日:1981-01-20
公开日:1984-02-23
发明作者:Нестлер Ханс-Юрген；Херляйн Герхард；Хандте Райнхард；Бирингер Херманн；Швердтле Фридхельм；Лангелюддеке Петер；Фриш Петер
申请人:Хехст Вг (Фирма)；
IPC主号:

专利说明:


SP
with
UD The invention relates to a method for producing D-2- (4-phenoxy) propionic acid DERIVATIVES that can be used as herbicides. A known method for producing simple ethers by reacting halogen-substituted alkyls with oxis with substituted aryls in the presence of boiling Cl3. AND: known (1-substituted derivatives of 22-phenox esters; and propionic acids of general formula 0-Sn-sock I, used as C2j herbicides. The aim of the invention is to prepare new derivatives of D-2- (4-phenoxyl) propionic acid possessing herbicidal activity. The goal is achieved by the method of obtaining new derivatives of D-2- (4-phenoxy) -producting lot of the general formula rD (- b-chloro-2-benzoxaz6lyl), 5-chloro-2-benzoxazolyl), (b-chloro-2-benzthiazolyl) and (3,5-dichloro-2-pyridyl) group, by reacting compounds of the general formula with Enikeev 2-chloro substituted benzoxazole E, benzothiazole and pi ridina. The compounds obtained are D-isomers, they possess a significantly higher herbicidal effect compared to the efficiency of racemates, which is based on the content of D-isomers in them, since L-isomers are practically ineffective. Example. 0-Ethyl-2- | 4- (b-chloro-2-benzoxazolyloxy) phenoxy propionate. 31.5 g (0.15 mol) 0 ethyl-2- (4-hydroxypheno-si) propionate, Ccij | -30.4 ° (1 M solution in chloroform), heated with 24.9 g (0.18 mole of potassium carbonate in 200 ml of acetonitrile for 1 hour until boiling. Then 28.2 g (0.15 mol) of 2,6-dichlorobenzoxazole in 80 ml of acetonitrile are added dropwise over 45 lgan. After 1 hour, another 0.85 g of 2,6-dichlorobenzoxazole is added, and after 1/2 hour after the addition, the exchange reaction is completed completely (according to thin layer chromatography). The reaction mixture is cooled, at 30 ° C, filtered to remove salts, precipitated, the filtrate is evaporated and dried in vacuo. 54.0 g of a solid residue of ocher color is obtained, which is then recrystallized twice from n-hexane with the addition of animal charcoal. 37.4 g of 0-ethyl-2-C4- (b-chloro-2-benzoxazolyloxy) phenoxy} propionate are obtained. M.p. 78 ,, angle of rotation foCJ 2F 3Q ° (l M chloroform). Similarly, when using the corresponding 2-chloro-substituted: from 2,5-dichlorobenzoxazole, (5-chloro-2-benzoxazolyloxy) phenoxy-7-propionic acid ethyl ester, m.p. 53-55, 11.3 (1 M chloroform) J from 2,6-dichlorobenzethiazole - ethyl ester of (6-chloro-2-benzethiazolyloxy) phenoxy 5-propionic acid, m.p. , ci: f, ° 11 ° (1M chloroform) {from 2,3,5-trichloropyridine - ethyl ester of D-2-C4- (3,5-dichlorop-2-pyridyloxy) -phenoxy-propionic acid, because boiling point . 174-176, 0.013 mbar, td. 9.7 (1 M chloroform).

权利要求:
Claims (1)
[1]
METHOD FOR PRODUCING D-2- (4-PHENOXY) PROPIONIC ACID PRODUCT!
N
CH3-C-O - ^ - OB. cooc ^ s where R is (6-chloro-2-benzoxazolyl), (5-chloro-2-benzoxaeolyl), (6-chloro-2-benzthiazolyl) and (3,5-dichloro-2-pyridyl) -group characterized by the fact that the compounds of the formula and
СНз-С-0 - ^^ - OH
COOCgHg is reacted with the corresponding 2-chloro-substituted benzoxazole or benzthiazole or pyridine.
SU .1075969

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法律状态:

优先权:

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申请号 | 申请日 | 专利标题

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DE19772758002|DE2758002A1|1976-09-10|1977-12-24|Optically active phenoxy-propionic acid derivs. - which are more powerful herbicides than corresp. racemate|

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