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CAS No. : | 63931-22-6 | MDL No. : | MFCD16988271 |
Formula : | C5H5BrClN3S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | OEEBWZSZLZXUBI-UHFFFAOYSA-N |
M.W : | 254.54 | Pubchem ID : | 12369427 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501 | 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 |
---|---|---|
With N-Bromosuccinimide; In dichloromethane; at 20℃; for 1h; | To a cold stirring solution of 10 g (52.2 mmol) 6-chloro-2- (methylsulfinyl)pyrimidine-4-amine in 450 ml of DCM, 10 g (56.2 mmol) of N- bromosuccinimide were added, and stirring was continued for 1 hour at room temperature to provide 5-bromo-6-chloro-2-(methylthio)pyrimidine-4-amine, which was used without further purification in the next step (see intermediate 3). The end of the reaction is followed by thin layer chromatography. | |
With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0℃; for 0.166667h; | To a cooled solution of 6-chloro-2-(methylthio)pyrimidin-4-amine (15.0 g, 85 mmol) in DM F (150 ml) was added N-bromosuccinimide (16.7 g, 94 mmol) portionwise with stirring at 0 °C. After 10 min the reaction was quenched by the addition of water at 0 °C. The reaction mixture was diluted with brine and extracted 3 times with EtOAc. The combined organic phases were washed twice with saturated aqueous NaHC03solution, then brine, separated, and filtered through a phase separator with Na2S04to dry. The filtrate was concentrated in vacuo to give the title compound (18.8 g, 74 mmol, 80 percent yield, 92percent purity) as colorless solid which was used in the next step without further purification. M/z = 254/256/258 [M+H]+, Rt = 0.95 min (UPLC 2 min), 1 H NMR (600 MHz, DMSO-d6) delta 8.03 (br s, 1 H), 7.25 (br s, 1 H), 2.42 (s, 3H). |