SU474138A3 - The method of obtaining the substituted noraciomedolcarbamate - Google Patents

Description

(54) METHOD OF OBTAINING BAPTURED NORACYMETAL WAY OF BAMAT

p-isomers, and the designation a is given to the pair that has a lower or lower solubility. In both a-and (3-diastereomeric pairs, levorotatory isomers are most active, however, it is possible to use as analgesics and undissolved racemates.

Example 1. N-methyl-N- (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -carbamic acid a-L-ethyl ester.

To a mixture of 8 g of a-L-noracetylmethadol in 10 ml of pyridine and 100 ml of benzene, while cooling to 0 ° C, 2.4 g of ethyl chlorocarbonate in 20 ml of benzene are slowly added with stirring and stirred for 2 hours at 0 ° C. Next, the reaction mixture was poured into water, the organic layer was washed successively with dilute hydrochloric acid, water, satin, sodium bicarbonate and water. Then the organic layer is dried and the solvent is evaporated in vacuo. The residue, 8 g of a yellow oil, is chromatographed on silica gel using an ethyl acetate-Bepzol system (1:10), and 6 g of a colorless oil are obtained, which crystallizes hexane from hexane, m.p. 89-90 ° C, ar 36.31 ° (C 1 in ethanol).

Found,%: C 72.72; H 8.19; N 3.41.

Calculated,%: C, 72.96; H 8.08; N 3.40.

Example 2. N-methyl-N- (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -carbamic acid a-DL-ethyl ester, m.p. 82-83C.

Found,%: C 73.16; H 8.29; N 3.21.

Calculated,%: C, 72.96; H 8.88; N 3.40.

Example 3. N-methyl-N- (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -carbamic acid p-DL-ethyl ester, m.p. 95-96 ° C.

Found,%: C 73.13; H 8.33; N 3.68.

Calculated,%: C, 72.96; H 8.08; N 3.40.

Example 4. N-methyl-N - (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -carbamic acid a-DL-n-butyl ester, oil.

Found,%: C 74.04; H 9.23; N 2.99.

Calculated,%: C 73.77; H 8.48; N 3.19.

Example 5. a-DL-erop-Butyl ester of K-methyl-M- (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -carbamic acid, so pl. 61 - 62 ° C.

Found,%: C 73.98; H 8.29; N 3.05.

Calculated,%: C 73.77; H 8.48; N 3.19.

Example 6. N-methyl-K- (1-methyl-3,3-diphenyl-4-acetoxy-n-hexyl) -thiocarbamic acid, a-DL-ethyl ester, high boiling oil.

Found%: N 3.09; S 7.49.

Calculated,%: N 3.28; S 7.50.

Subject invention

The method of obtaining kneaded noraciomedolcarbamate obsh, her formula I

"one.

(H2 O III

(iH-0-d-Ri

(-g: and ,, - s1g- -1-o-E

I I II

S1Ts dffjY

where R is alkyl () or phenyl;

RI is methyl or ethyl; U is oxygen or sulfur,

characterized in that the compound of formula II

sn.

ABOUT

Whitefish

II

(U-O-C-RI / V (i- (iH2- (

(ll5

CE-,

where Ri has the specified value

Alkyl acylation with alkyl chlorides or thioacylation with thiophosgene with further alcoholysis with ROH alcohol, where R has the indicated value, and target product is isolated with known methods, is reversed.