http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-427187-A1
Outgoing Links
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|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-65 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P29-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D401-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-80 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D495-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D497-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-89 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-32 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D263-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-48 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-58 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D495-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D409-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D239-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-20 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-48 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D415-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P29-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D497-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-30 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-38 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-32 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-50 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-44 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-4427 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-65 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-4418 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-4433 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-443 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D263-42 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-80 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-89 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D401-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D405-04 |
| filingDate | 1974-06-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1977-01-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | ES-427187-A1 |
| titleOfInvention | A PROCEDURE FOR THE PREPARATION OF BIS (2-METHYL-3-HYDROXY-5-VINYLPYRIDYL-4-METHYL) DISULFIDE. |
| abstract | A procedure for the preparation of a compound of structural formula: **(See formula)** or pharmaceutically acceptable salts thereof, where m is 0 or 1; x is an integer from 0 to 3; A is (see formula) where R7 is hydrogen, chlorine or fluorine; R1 and R2 are hydrogen or C1-3 alkyl; R3 is (a) hydrogen, (b) -SO3H, (c) -PO3H2, (d) amidino, (e) N (C1-4-alkyl), (f) -CH2CH (NH2) COOH, (g) ethoxycarbonylmethyl, (h) (see formula), where E represents (1) adamantyl, (2) C3-8 cycloalkyl (3) C1-5 alkoxy, (4) C2-6 alkyl, (5) N (C1-4 alkyl), 2, (6) phenyl, (7) 2-acetoxyphenyl, (8) 2-hydroxy-4- (2,4-difluorophenyl) phenyl, (9) 3-chloro-4-allyloxybenzyl (10) α-methyl-4-isobutylbenzyl, (11) α-methyl-3-phenoxybenzyl, (12) α-methyl-3-benzoylbenzyl (13) 1- (6-methoxynaft-2-yl) ethyl, (14) α-methyl-3-fluoro-4-phenylbenzyl, (15) 2- (3-chloro-4-cyclohexylbenzoyl) -ethyl, (16) 2- (3-trifluoromethylanilino) phenyl, (17) 2- (2,3-dimethylanilino) phenyl, (18) 2- (2,6-dichloro-3-methylanilino) phenyl, (19) 2- (3-trifluoromethylanilino) -3-pyridyl, (20) 2- (2-methyl-3-chloroanilino) -3-pyridyl or (i) (see formula), (j) **(See formula)** (k) (see formula), where G represents (1) C1-4 alkoxy, (2) -S (alkali metal) or (3) **(See formula)** (l) (see formula), where L represents (1) - (CH2) 1-5-, (2) phenylene or (3) (see formula), (m) -S-R8, where R8 represents (1) -C (CH3) 2CH (NH2) COOH, (2) C1-5 alkyl, (3) C2-5 alkenyl, (4) phenylalkyl - (C1-3), (5) phenyl, (6) C2-5 alkynyl, (7) 2- carboxyphenyl or (8) **(See formula)** (n) (see formula) (o) (see formula); (p) **(See formula)** R4 is hydrogen, C1-3alkyl, phenyl, chlorine, carboxy, (C1-3) alkoxycarbonyl, fluorine and R is (a) C1-3 alkyl, (b) hydroxy, (c) **(See formula)** (d) C1-3 hydroxyalkyl and (e) when a radical R is hydroxy adjacent to the group (see formula), oxygen and sulfur thereof can be linked together through a group of formula: **(See formula)** where R5 and R5α are the same or different and each represents hydrogen, C1-6 alkyl, phenyldimethylphenyl or difluorfluorophenyl or, taken together, R5 and R5α represent = O or = S, whose procedure is characterized in that a compound of structural formula: **(See formula)** where m, x, A, R1, R2, R4 and R are as defined above and Q is chlorine, bromine, iodine, methanesulfonyloxy, toluenesulfonyloxy, benzosulfonyloxy or 2,4-dinitrobenzoyloxy, treated with (a) sodium thiosulfate to form the product where R3 is -SO3H; followed, if desired, by treatment with (1) an alkali metal hydroxide and a compound of the formula R8SH, where R8 is -C (CH3) 2CH (NH2) COOH, C1-5 alkyl, C2-5 alkenyl, phenyl (C1-3) alkyl, phenyl, C2 alkynyl -5 or 2-carboxyphenyl to produce the compound where R3 is -SR8, (2) an alkali metal hydroxide and a compound of the formula: **(See formula)** to produce the compound where R3 is: **(See formula)** (3) an alkali metal hydroxide or a mineral acid to produce the compound where R3 is **(See formula)** (4) a reducing agent to produce the compound where R3 is hydrogen; (5) Na2S2 or Na2S to produce the compound where R3 is **(See formula)** (6) iodine to produce the compound where R3 is **(See formula)** (b) an alkali metal trithiocarbonate to produce the compound where R3 is **(See formula)** followed if desired by treatment with an alkali and/or an acid to produce the compound where R3 is hydrogen; (c) trisodium phosphorothioate and a mineral acid to produce the compound where R3 is -PO3H2; (d) thiourea or (C1-4) alkyl potassium xanthogenate to produce the compound where Q is (see formula) or (see formula) respectively, followed if desired by treatment with (1) when Y is (see formula), an alkali metal hydroxide or a reducing agent to produce the compound where R3 is hydrogen; (2) when Y is (see formula), an alkali metal hydroxide and an oxidizing agent to produce the compound where R3 is **(See formula)** (3) when Y is (see formula), an alkali metal hydroxide or a reducing agent to produce the compound where R3 is hydrogen (4) when Y is (see formula), with ammonium hydroxide or ammonium hydroxide and an oxidizing agent to produce the compound where R3 is **(See formula)** (e) potassium thioacyloate to produce the compound where R3 is acyl, followed if desired by treatment with an alkali to produce the compound where R3 is hydrogen; (f) Na2S2 to produce the compound where R3 is **(See formula)** (g) HSCH2CO2Et or (see formula) to produce the compound where R3 is -CH2CO2Et or (see formula) respectively; or when at least one R os hydroxy group and the group (see formula), where Q is -OH, is adjacent thereto and is in position 2, 4 or 6, by treatment with carbon disulfide and an alkali metal hydroxide to produce the compound where R3 is hydrogen; or when Q is -OH, by treatment with P2S5 to produce the compound where R3 is **(See formula)** (h) the product from Stage A (4) is treated with: (1) a compound of formula (see formula) or (see formula), where the halogen is chlorine or bromine to produce the compound where R3 is (see formula), where E is the one previously defined; (2) cyanogen bromide and di (C1-4alkyl) amine to produce the compound where R3 is -N (C1-4alkyl) 2; (3) phosgene to produce the compound where R3 is **(See formula)** (4) phosgene and NH2CH2CO2 (C1-4alkyl) or ammonia to produce the compound where R3 is (see formula), respectively; (5) a compound of formula (see formula) where L is - (CH2) 1-5 phenylene or (see formula) and the halogen is chlorine or bromine, to produce the compound where R3 is **(See formula)** (6) o-carboxyphenyl o-carboxybenzothiolsulfonate to produce the compound where R3 is **(See formula)** (7) S-thiamine monoxide to produce the compound where R3 is **(See formula)** (8) sulfur dichloride and sulfur monochloride to produce the compound where R3 is **(See formula)** respectively, (9) an oxidizing agent to produce the compound where R3 is **(See formula)** (10) when R3 is adjacent to a hydroxyl group, by treatment with a compound of formula: **(See formula)** where R5 and R5α are the same or different and each is hydrogen, C1-5 alkyl, phenyl, dimethylphenyl or difluorophenyl or, taken together, R5 and R5α represent = O or = S and the reagent is of formula **(See formula)** to produce the compound where the hydroxy group and the group (see formula) are linked together through a group of formula: **(See formula)** (i) reduce a compound where R3 is **(See formula)** to form the compound where R3 is hydrogen or (j) an alkali metal hydrosulfide to form the product where R3 is hydrogen. (Machine-translation by Google Translate, not legally binding) |
| priorityDate | 1973-06-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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