SU142646A1 - Method for preparing thioformalmethylene derivatives of N-substituted partially hydrogenated heterocyclic bases - Google Patents

Description

(one)

LH 142646--2-.

, Se, C (A1K) 2 CH-CH;

 :. -. I: or -N -;

And: I

 R - (Hydrocarbon or substituted hydrocarbon residue; I R - hydrogen or hydrocarbon residue.

; tootzit is that the corresponding hemicyanins of the general broyen (11):

(YU

where Y and, R, R have the same meanings as in formula (I); R and R -

the same or different hydrocarbon residues or -Ny „,“, together a cyclic residue; and x is an acid residue, is solvolised in an aliphatic alcohol at a temperature of 100 ° C, and alkali metal sulfhydrates are used as the solvolysis base.

Thiomethylene derivatives are obtained by the proposed method in most cases with good yields and high purity.

The method is characterized by ease of implementation. The solvolysis of hemicyanin dyes by alkali metal sulfohydrates is unknown.

Example 1. Obtaining 1,3-ethyl-2-thioformalmethylenebenzthiazoline.

1.25 ml of an aqueous solution of sodium sulfhydrate containing 327.04 g of NaHS in 1000 ml is added to a solution of 2.1 g of 2-pK-methylaniline-i-nilbenzothiazole iodoethylate in 10 ml of boiling water containing 327.04 g of NaHS in 1000 ml, and the liquid is heated for 5-6 min in a boiling water bath. Upon cooling, a thick, dark red oil is released, which, upon rubbing, gradually crystallizes. The residue is filtered and washed with water and then with a small amount of ethanol. The output of 0.85 g (77.2%), so pl. 83-84 °.

After a single crystallization from ethyl alcohol, brownish-red prisms with a metallic luster are obtained, mp. 86-87 °.

Example 2. Preparation of 3-ethyl-2-thioformalmethylene-5-phenylthiodiazoline- (1,3,4).

To a hot solution of 2.2 g of 2-p-M-piperidinovin-5-phenyl-thiodiazol- (1,3,4) iodoethyl (1.3,4) in 20 ml of absolute methanol was added 1.25 ml of this sodium sulfohydrate solution and the liquid is heated for 5-6 minutes per bale water bath. The precipitated yellow crystalline precipitate, after cooling, is filtered and washed with water and a small amount of ethyl alcohol. The output of 1.0 g (80.6%), so pl. 138-139 °. After crystallization from ethyl alcohol, golden needles are obtained with a pl. 140-141 °. Instead of absolute methanol, absolute ethanol can be used. The authors cite 10 such examples for the preparation of compounds of formula (II).

According to NIKPI's conclusion, thio-formylmethylene derivatives of N-sated partially hydrogenated heterocyclic bases are necessary for the synthesis of polymethylene dyes, which are intensive optical sensitizers of halogen-cerebral emulsions, and are recommended for introduction into the practice of obtaining intermediate substances for the synthesis of optical sensitizers used by man.

The subject of inventing and ||

The method of obtaining thioformalmethylene derivatives of N-substituted partially hydrogenated heterocyclic bases of general structure (I):

where Y S, Se.C (AlKj2, CH CH; U -C- or -N-; R-hydrocarbon residue and R-hydrogen or hydrocarbon residue, characterized in that, dimetingimicyanine dyes of the general structure (II);

(one)

-