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CAS No. : | 41440-07-7 | MDL No. : | MFCD03617970 |
Formula : | C7H9N3S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 167.23 | 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 |
---|---|---|
82% | In ethanol for 6h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In ethanol; at 80℃; for 5h; | Specifically, a mixture of 2-(2-bromoacetyl)pyridine hydrobromide (421 mg, 1.50 mmol) and l-(3-methyl-2-pyridyl)thiourea (251 mg, 1.50 mmol) in ethanol (15 ml) was stirred at 80C for 5h. After cooled to room temperature the mixture was evaporated and the residue was partitioned between AcOEt and 10% aqueous K2CO3. Organic phase was washed with brine, dried over Na2S04 and evaporated. The residue was crystallized from ethanol to give compound 1 (325 mg, 81% yield). XH NMR (300 MHz, DMSO-d6) δ 10.52 (s, 1H), 8.63 - 8.56 (m, 1H), 8.19 (dd, J= 4.8, 1.2 Hz, 1H), 8.05 (d, J= 7.9 Hz, 1H), 7.87 (td, J=7.7, 1.8 Hz, 1H), 7.66 (s, 1H), 7.57 (dd, J= 7.2, 0.6 Hz, 1H), 7.31 (ddd, J= 7.5, 4.8, 1.1 Hz, 1H), 6.92 (dd, J= 7.3, 5.0 Hz, 1H), 2.37 (s, 3H). 13C NMR (75 MHz, DMSO- d6) δ 160.10, 152.56, 150.00, 149.37, 148.83, 143.29, 138.54, 137.05, 122.44, 119.93, 1 19.30, 1 16.37, 109.91, 16.85. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
37% | In ethanol at 80℃; for 2h; Sealed tube; | 4.6.1. Procedure 1: general procedure for the synthesis of aminothiazoles and thiazoles (1-18, 22-31, 32-34, 48-50, 52-53) General procedure: A solution of appropriate arylthiourea (1 eq.) or arylthioamide(1 eq.) and aryl-2-bromoethanone (1 eq.) in anhydrous ethanol washeated in a sealed tube at 80 C for 2 h. The progress of reactionwasmonitored by TLC. Ethanol was removed from the reaction mixtureand the resulted residue was washed with aq. NaHCO3. Theaqueous layer was extracted with CH2Cl2 (3 times) and the combinedorganic layer was dried over anhydrous Na2SO4. The filtratewas concentrated in vacuo and the crude product was purified onTeledyne Isco Combiflash Rf purification machine to afford correspondingthiazoles in moderate to good yields. |