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CAS No. : | 26278-79-5 | MDL No. : | MFCD00511763 |
Formula : | C7H6N2OS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | VLNVTNUTGNBNBY-UHFFFAOYSA-N |
M.W : | 166.20 | Pubchem ID : | 33462 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302+H312+H332-H315-H319 | 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 |
---|---|---|
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetone;Reflux; | General procedure: A mixture of compound 2 (2 g, 12 mmol), potassium carbonate (2 g, 14.4 mmol), appropriate alkylbromide or benzyl chloride derivatives (1.32 mmol), and a catalytic amount of benzyltriethylaminechloride (TEBA) in 50 mL acetone was heated under reflux for 18-24 h. After removing the solventunder reduced pressure, 80 mL of hot water was poured into the flask and the mixture was stirred for0.5 h to eliminate the excess of potassium carbonate. The remaining precipitate was filtered to yield arusset solid (3a-m), which was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70 mg | With caesium carbonate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; | Compound 161A (105.34 mg, 0.634 mmol), the compound of Example IE (100 mg, 0.422 mmol), cesiumcarbonate (275.36 mg, 0.845 mmol) and 2.5 ml of DMF were mixed and then placed in a microwave reactor at 100 °Cfor 30 minutes, cooled to room temperature, 20 ml of water was poured thereinto, and filtered. The filter cake and thenwashed with water and finally dried to give a yellow solid crude of compound 161B (70 mg) which was used directly inthe next step.1H NMR (400MHz, DMSO-d6) = 8.92 (d, J=6.3 Hz, 1H), 8.78 - 8.72 (m, 1H), 8.50 - 8.13 (m, 2H), 7.98 (br. s., 1H), 7.96(s, 1H), 7.91 (br. s., 1H), 7.82 (d, J=2.3 Hz, 1H), 7.65 (s, 1H), 7.52 (d, J=8.5 Hz, 1H), 7.27 (dd, J=2.1, 8.7 Hz, 1H), 6.84(d, J=6.3 Hz, 1H), 4.09 (s, 3H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
29.6 g | With potassium carbonate; In acetone; for 1h;Reflux; | In a reaction flask, add 17 g of 2-amino-6-hydroxybenzothiazole and 20 g of potassium carbonate to 200 mL of acetone, and slowly add 150 mL of an acetone solution in which 25 g of bromomethylbiphenyl is dissolved at room temperature. After completion, gradually raise the temperature to reflux, continue the reaction for 1 hour, concentrate the reaction solution, and then pour it into 200 mL of water. Adjust the pH of the reaction solution to neutral with dilute hydrochloric acid, evaporate the solvent under vacuum, and extract with 50 mL of methylene chloride The reaction solution was mixed several times, and the organic phases were combined and concentrated to obtain 29.6 g of 6-([1,1?-bidiphenyl]-3-yl-methoxy)benzo[d]thiazole-2-amine; |
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