Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 10489-75-5 | MDL No. : | MFCD00223990 |
Formula : | C6H4O3S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MXSSHXZXAAXCOW-UHFFFAOYSA-N |
M.W : | 188.22 | Pubchem ID : | 82669 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diphenylether; acetic acid; | Preparation of 5,7-dioxo-6-(1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (16.0 g.), m.p. 200 C., by reacting <strong>[15992-83-3]2-amino-1,8-naphthyridine</strong> (8.65 g.) with 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (22.0 g.) [prepared according to the method of H. R. Schweizer, Helv. Chim. Acta, 52, 2229 (1969)] in diphenyl ether (70 cc.) at 150 C. for half an hour, in the presence of anhydrous acetic acid (0.4 cc.). Preparation of 5-hydroxy-6-(1,8-naphthyridin-2-yl)-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (13.0 g.), m.p. 260 C., by reacting sodium borohydride (2.15 g.) with 5,7-dioxo-6-(1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (18.0 g.) in anhydrous tetrahydrofuran (200 cc.) to which anhydrous methanol (80 cc.) has been added gradually, at a temperature not exceeding 40 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diphenylether; acetic acid; | 5-Hydroxy-6-(6-methoxypyridazin-3-yl)-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole employed as starting material can be prepared in the following way: Preparation of 5,7-dioxo-6-(6-methoxypyridazin-3-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (16.0 g.), m.p. 173 C, by reacting <strong>[7252-84-8]3-amino-6-methoxypyridazine</strong> (12.5 g.) with 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (18.8 g.) in diphenyl ether at 200 C, in the presence of anhydrous acetic acid (0.5 cc.). Preparation of 5-hydroxy-6-(6-methoxypyridazin-3-yl)-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (12.1 g.), m.p. 206-208 C, by reacting potassium borohydride (2.25 g.) with 5,7-dioxo-6-(6-methoxypyridazin-3-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (16.0 g.) in anhydrous methanol at a temperature of about 20 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trichlorophosphate; In N-methyl-acetamide; diphenylether; acetic acid; | Preparation of 5,7-dioxo-6-(7-hydroxy-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (13.0 g.), m.p. 342 C., by reacting <strong>[1931-44-8]2-amino-7-hydroxy-1,8-naphthyridine</strong> (8.0 g.) with 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (18.8 g.) in a mixture (150 cc.) of diphenyl and diphenyl ether (26.5-73.5 by weight) at 230 C. for 2 hours, in the presence of anhydrous acetic acid (0.4 cc.). Preparation of 6-(7-chloro-1,8-naphthyridin-2-yl)-5,7-dioxo-2,3.6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (9.7 g.), m.p. 250 C., by reacting phosphorus oxychloride (45 cc.) with 5,7-dioxo-6-(7-hydroxy-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (10.6 g.) at about 100 C. for 1 hour 45 minutes, in the presence of anhydrous dimethylformamide (1.9 cc.). Preparation of 6-(7-chloro-1,8-naphthyridin-2-yl)-5-hydroxy-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (1.4 g.), m.p. 315 C., by reacting potassium borohydride (0.4 g.) with 6-(7-chloro-1,8-naphthyridin-2-yl)-5,7-dioxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (1.7 g.) in anhydrous methanol (16 cc.) at a temperature of about 25-30 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diphenylether; acetic acid | 11 EXAMPLE 11 Preparation of 6-(7-chloroquinol-2-yl)-5,7-dioxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (5.6 g.), m.p. 250° C, by reacting 2-amino-7-chloroquinoline (3.6 g.) with 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (3.8 g.) in diphenyl ether (10 cc.) at 200° C, for 45 minutes in the presence of anhydrous acetic acid (0.05 cc.). Preparation of 6-(7-chloroquinol-2-yl)-5-hydroxy-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (5.3 g.), m.p. 222° C, by reacting potassium borohydride (0.65 g.) with 6-(7-chloroquinol-2-yl)-5,7-dioxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (5.6 g.) in anhydrous methanol (60 cc.) at a temperature of about 25° C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trichlorophosphate; In N-methyl-acetamide; diphenylether; acetic acid; | Preparation of 5,7-dioxo-6-(7-hydroxy-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (m.p. 342 C.) (13.0 g.) by the action of <strong>[1931-44-8]2-amino-7-hydroxy-1,8-naphthyridine</strong> (8.0 g.) on 5,6-dihydro-1,4-dithiin-2,3-dicarboxylic acid anhydride (18.8 g.) in a mixture of diphenyl and diphenyl ether (26.5-73.5 by weight; 150 cc.) at 230 C. for 2 hours, in the presence of anhydrous acetic acid (0.4 cc.). Preparation of 6-(7-chloro-1,8-naphthyridin-2-yl)-5,7-dioxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (m.p. 250 C.) (9.7 g.) by the action of phosphorus oxychloride (45 cc.) on 5,7-dioxo-6-(7-hydroxy-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-5H-1,4-dithiino-[2,3-c]pyrrole (10.6 g.), at about 100 C., for 1 hour 45 minutes, in the presence of anhydrous dimethylformamide (1.9 cc.). Preparation of 6-(7-chloro-1,8-naphthyridin-2-yl)-5-hydroxy-7-oxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (m.p. 135 C.) (1.4 g.) by the action of potassium borohydride (0.4 g.) on 6-(7-chloro-1,8-naphthyridin-2-yl)-5,7-dioxo-2,3,6,7-tetrahydro-5H-1,4-dithiino[2,3-c]pyrrole (1.7 g.) in anhydrous methanol (16 cc.) at a temperature of about 25-30 C. 4-Chlorocarbonyl-1-t.-butoxycarbonylpiperazine can be prepared by the simultaneous additions of solutions of 1-t.-butoxycarbonylpiperazine (40.8 g.) in anhydrous toluene (200 cc.) and of phosgene (11.2 g.) in anhydrous toluene (150 cc.) to anhydrous toluene (100 cc.), the temperature being kept at about -5 C. during this operation. |