SU555849A3 - Method for preparing 3,5-disubstituted 4-hydroxybenzonitrile derivatives - Google Patents

Description

(54) METHOD FOR OBTAINING 3,5-.IZED DERIVATIVES 4 OXYBENZONITRILE 34

temperatures up to 140-150 ° C determine the example of P5. 3.05 g of 3-iodine-4-methoxidation of the amount of byproducts of 5-nitrobvnzonitrile and 1.5 g of anhydrous

products and an increase in the yield of sodium acetate is heated for

product to 9O-95%, and the use of easy-i7 hour in 15 ml of dimethylformamide at 14 Clear and non-toxic silk-reagents. 5150 ° C. After that, the reaction mixture with the salts of simplest alkane carboxylic acids is added to 45 ml of water and mixed. Further

and dimethylformamide - facilitates the easier-filtrate acidified with 7 ml of 40% plant process. sulfuric acid is added. The mixture is cooled in

The target product is isolated from the reactanthepodite for 30 minutes with ice, and then the filter mixture is known by conventional methods, namely, a precipitate of the crystal reaction mixture is diluted on a suction filter with a black product and washed with water.

the acidified with sulfuric or hydrochloric acidic. As a result, 2.75 g (95%) are obtained.

| TOi, and the precipitate released during this process is ne-3-.jad-.4-yuxi-5-nitrobenzene nitrile, tll.

the left product is separated by filtering sludge at 137 ° C. by centrifugation — i 18 j g 15 3-iodine 4-methox.

Example. I- er - / --- t3-nitrobenzonigril (t ---)

sibenzonitrsh (t.pp. 154 C) and 1.5 g mz sodium hydrate

Sodium Acetic Acid is heated in 15 ml of "UG in 7.5 ml of dimethylformamide for i

dimethylformamide with stirring for 6 hours at 14 ° –150 ° €, the reaction mixture

15 hours at 140-150 С with reverse processing in the manner described in the

a fridge. Thereafter, to the reaction row, Q, 1.5 g (93%

the mixture was added 45 ml of water and a solution of 3-iodine-4-ox-5-nitrobenzonitrile, m.p.

filtered by char. Received137-139 ° C.

the solution is acidified with a 40% solution of p and m r 7. 2.23 g of 3 5-dinitronic acid. After cooling with ice in t & - 4-methoxybenzonitrile (mp. 114 ° C)

For 30 minutes, the precipitated pro- and 1.5 g of potassium acetate are heated.

The product is filtered and washed with cold ml of dmmethylformamide for 5

water, and then dried. As a result, at 150 ° C .: After that, 1.5 g (91%) is emitted with an E-nitro-4-hydroxybenzo-pressure from the solution to the distillation point kp- 10 ml

nitrile, mp. 146-148 s. Dimethylformamide. Remaining painted

Example. 2.15 g of 3-chloro 4-label-yellow-green-crystalline proxy-5-nitrobenzonitrile color (mp. 121-122 C is dissolved is dissolved in SO ml of hot water .:

and g of anhydrous sodium acetate. The prepared solution is acidified with 10 ml.

as in example 1, is heated at 140-, 2 sulfuric acid solution, in t

150 C in 15 ml of dimethylformamide for - ,, 15 hours the mixture is kept for this

6 hours The solution diluted with | 45 ml is filtered through a suction filter, the separated

water, filtered, and then acidified with 7 ml: a yellow colored precipitate of a solution of sulfuric acid solution. Product is a political product. The product is washed with a vacuum filter on a suction filter, washed with GDOI and then dried. The result is

water and then dried. As a result, 1.92 g (91%) of 3,5-dinitro-4-hydroxy-besho1, 85 g (93.5%) of 3-chloro-4-hydroxy-5-nor po-nitrile are obtained, m.p. 154 ° C. benzonitrile, so pl. 154 C.

Example 3. 2.6 g of H-bromo-4-methoxy-5-nitrobenzonitrile (mp. 10-10-10 C) and Ann vn / i, d

Claims (2)

 Invention Formula 1.5 g of sodium acetate is heated for g 7 hours in 15 ml of dimethylformamide at 140-. 150 ° C. After that, the reaction mixture1. The method of obtaining 3,5-disubstituted diluted with water and treated with the described-derivatives of 4-oxybeshonitrna obshche foog nym in examples 1 and 2 way. As a result, Tate, 2.25 g (92%) of 3-bromo-4-ca. ojj Si-5-nitrobenzonitrile, so pl. 164-168 C.I PRI me R 4. 1.3 g W-bromo-4-labels-X- | y r-N02 Si-5-nitrobenzonitrile (mp. 108-109 C) C J and 1.0 g of sodium acetate is heated. within 6 hours on Wednesday 7.5ml dimethylform- (jjj amide at ISO-C. After processing the reaction, where X means either hydrogen, or a galoshyunny mixture by the method described in pri-gene, or the nitro group, measure 1, obtain 1.15 g of () 3-bromo-by reacting the corresponding -.4-hydroxy-5-nitrabeisO1 nitrile, so pl. , 5-disubstituted 4-methoxy derivatives About 6 benzonitrile with an alkali metal salt 2. The way pop. characterized by heating in an aprotic solvent medium so that alkaline carboxylic acid is used as an alkaline salt by the following isolation of the target product; process, as a salt of silk alkali metal is used alkaline salt a / if-iSources of information, 1drinnye in vaymakancarboxylic acid with the number of carbon (at examination) atoms 1-4, as a solvent - di-, methylformamide and the process is carried out at 14O- - Yu1. Fraszci Patent Jsfe 1580739, | 150 ° С .. class С 07 s, 05.09,69.  . H 1555849