JPH04224595A - New tellurocarboxylate compound - Google Patents

Abstract

PURPOSE:To provide a tellurium compound useful as a synthetic intermediate for a compound for photography, medicines and agricultural chemicals. CONSTITUTION:A tellurium compound shown by the general formula (I) RC-O- Te<->Li<+> (R is alkyl group or aryl group).

Description

[Detailed description of the invention]

0001

TECHNICAL FIELD The present invention relates to a new tellurium compound, R-CO-Te-Li+. The tellurium compound R-CO-Te-Li+ of the present invention relates to pharmaceuticals, agricultural chemicals, photographic compounds, and synthetic intermediates thereof.

0002

[Prior Art] Sodium salts and potassium salts of tellurocarboxylic acids have been produced by Chemistry Letters (C
hemistry Letters), 475 (198
7), Tetrahedron Letters
n Letters), vol. 30, 1829 (1989)
, Tetrahedron Letters
Although examples and synthetic methods are described in ``Letter'', Vol. 31, 3587 (1990), lithium salts have not been known so far.

(Object of the Invention) The object of the present invention is to provide a completely new lithium tellurocarboxylic acid salt.

0004

[Problems to be Solved by the Invention] The present invention provides pharmaceuticals, agricultural chemicals,
The object of the present invention is to provide a novel tellurium compound that is a photographic compound and a synthetic intermediate thereof.

Means for Solving the Problems The present invention has been achieved by a tellurium compound represented by general formula (I). General formula (I) R-CO-Te- Li+ where R
is an optionally substituted alkyl group (e.g., methyl group, ethyl group, isopropyl group, t-butyl group, n-heptyl group, n-hexyl group, cyclohexyl group, undecyl group, heptadecyl group, adamantyl group, etc.), Represents an optionally substituted aryl group (eg, phenyl group, naphthyl group, etc.). Examples of substituents include halogen atoms, alkyl groups, aralkyl groups, alkoxy groups, aryl groups, substituted amino groups, acylamino groups, sulfonylamino groups, ureido groups, urethane groups, aryloxy groups, sulfamoyl groups, carbamoyl groups, and alkylthio groups. , arylthio group, sulfonyl group, hydroxy group, cyano group, sulfo group, carboxy group, nitro group, etc. Specific examples of the compounds of the present invention are listed below, but the scope of the present invention is not limited thereto.

[0005]

[Chemical formula 1]

[0006]

[Case 2]

The tellurocarboxylic acid lithium salt derivative of the present invention can generally be synthesized by reacting a carboxylic acid halide with lithium telluride. R-CO-X+Li2 Te→R-CO-
In the formula Te- Li+ +LiX, R has the same meaning as in general formula (I), and X represents a halogen atom. The reaction in the present invention is usually carried out in a solvent. The solvent is not limited as long as it does not take part in the reaction, but the reaction proceeds advantageously when ether, tetrahydrofuran, acetonitrile, etc. are used. Further, lithium telluride is used in an amount of 1 to 2 equivalents relative to the carboxylic acid halide, and the reaction temperature is -78°C to 30°C, preferably -10°C to 25°C. Incidentally, when the tellurocarboxylic acid lithium salt derivative of the present invention is synthesized in a solvent such as ether, tetrahydrofuran, acetonitrile, etc., a derivative containing 1/2 or 1 molecule of the solvent is often produced.

[0008]

[Examples] The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited to the Examples. Example 1 Synthesis of Compound Example 6 Tellurium powder/metallic lithium/
0.302g of Li2Te synthesized from liquid NH3 (
2.13 mmol) was cooled to 0°C under an argon atmosphere, and then 0.234 g (1.3 mmol) of pivaloyl chloride was taken.
10 ml of a solution of 94 mmol) in tetrahydrofuran was added dropwise, and the mixture was stirred for 2 hours. After filtering this reaction mixture, the solvent was distilled off under reduced pressure, and compound 6 was obtained as a yellowish brown oil.
(Contains 1/2 molecule of THF) 0.555g (96%)
I got it.

Example 2 Synthesis of Compound Example 9 Tellurium powder/metallic lithium/
0.363g of Li2Te synthesized from liquid NH3 (
2.56 mmol) was cooled to 0°C under an argon atmosphere, and then 0.327 g (2.56 mmol) of benzoyl chloride was taken.
12 ml of a solution of 33 mmol) in tetrahydrofuran was added dropwise, and the mixture was stirred for 2 hours. After filtering this reaction mixture, the solvent was distilled off under reduced pressure, and compound 9 was obtained as a yellowish brown oil.
0.775 g (94%) (containing one molecule of THF) was obtained.

Example 3 Synthesis of Compound Example 18 In a dry eggplant flask, tellurium powder/metallic lithium/
0.424g of Li2Te synthesized from liquid NH3 (
3.00 mmol) was cooled to 0°C under an argon atmosphere, and then 0.519 g (2.0 mmol) of naphthoyl chloride was taken.
72 mmol) in tetrahydrofuran was added dropwise thereto, and the mixture was stirred for 4 hours. After filtering this reaction mixture, the solvent was distilled off under reduced pressure, and compound 1 was obtained as a yellowish brown oil.
1.05 g (95%) of 8 (containing 1 molecule of THF) was obtained. Other compounds were synthesized using similar experimental procedures.

Next, Table 1 shows nuclear magnetic resonance spectra and infrared absorption spectra of representative examples of compounds represented by the general formula (I) of the present invention.

0012

[Table 1]

[0013]

[Effects of the Invention] A tellurium compound useful as a synthetic intermediate for photographic compounds, medicines, and agricultural chemicals can be provided.

Claims (1)

[Claims] Claims: 1. A tellurium compound represented by the general formula (I): R-CO-Te- Li+ where R represents an alkyl group or an aryl group.