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CAS No. : | 23003-22-7 | MDL No. : | MFCD00006286 |
Formula : | C5H5NOS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 127.16 | 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 |
---|---|---|
Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethylcarbamoyl chloride / acetonitrile / 6 h / Heating 2: 1.) anisole, mercury(II) acetate, 2.) aq. NaOH, NaBH4 / 1.) TFA, 0 deg C, 15 min, 2.) RT, 1.5 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In tetrahydrofuran; methanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; | EXAMPLE 69 A mixture of <strong>[7336-54-1]2-acetylamino-5-bromothiazole</strong> (1.8 g), 3-hydroxy-2-mercaptopyridine (1.3 g) and potassium carbonate (2.0 g) in N,N-dimethylformamide (40 ml) was heated at 90 C. for 3.5 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was triturated with water. The mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1), washed with aqueous saturated sodium chloride and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 150 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-acetylamino-5-(3-hydroxypyridin-2-ylthio)thiazole (2.4 g, yield: 89.9%). mp: 236-238 C. (dec.) IR (Nujol): 3175, 1690, 1565, 1300 cm-1 NMR (DMSO-d6, 200 MHZ, ppm): 2.16 (3H, s), 7.02-7.17 (3H, m), 7.58 (1H, s), 7.83 (1H, d, J=6Hz), 10.70 (1H, s), 12.30 (1H, s) Mass: M+1 268, M 267, m/e 225, 183, 127 |