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CAS No. : | 1048982-04-2 | MDL No. : | MFCD28362230 |
Formula : | C5H5ClN2O2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 192.62 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
31.1% | With caesium carbonate In 1,4-dioxane; water at 90℃; for 2h; Inert atmosphere; | 18 Cs2C03 (7.26 g, 22.29 mmol) and palladium-tritert-butylphosphane (1.14g, 2.23 mmol) was added to the mixture of ethyl 4-chloro-1,2,5-thiadiazo1e-3-carboxy1ate(1.43 g, 7.43 mmol) and compound 107A (1.5 g, 7.43 mmol) in 1,4-dioxane (15 mL) andHzO (6 mL) under Nz atmosphere. The mixture was stirred at 90 oc for 2h. The mixture wasfiltered and concentrated under vacuum. The product was purified by Flash ColumnChromatography (0-30% EAJPE). Compound 10TH (726 mg, 2.31 mmol, 31.10% yield) wasobtained as a yellow solid. 1f-I NMR (400 MHz, DMSO-d6) o 7.58 (dd, J "' 1.0, 8.1 Hz, lH),7.49 (dd, J = 1.0, 8.1 Hz, lH), 7.37- 7.35 (m, lH), 4.28 (q, J = 7.1 Hz, 2H), 1.17 (t, J = 7.1Hz, 3B). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bis(tri-t-butylphosphine)palladium(0); caesium carbonate; In 1,4-dioxane; water; at 80℃; for 1h;Inert atmosphere; | A mixture of ethyl 4-chloro-1,2,5-thiadiazole-3-carboxylate (446.0 mg,2.32 mmol), compound H5A (600.0 mg, 2.32 mmol), palladium;tritert-butylphosphane(118.3 mg, 231.56 umol), Cs2C03 (2.26 g, 6.95 mmo1) in rhO (5 mL) and dioxane (50 mL)was degassed and purged with N2 for 3 times, and then the mixture was stirred at 80 oc for lhr under N2 atmosphere. The mixture was concentrated and the resulting residue waspurified by column chromatography (Si02, Petroleum ether/Ethyl acetate=5/l to 0: l ).Compound 115B (500.0 mg, 50.3% yield, 67.4% purity) was obtained as a yellow solid. MS(ESI) m/z (M+Ht 290.0. |