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CAS No. : | 2576-47-8 | MDL No. : | MFCD00012886 |
Formula : | C2H7Br2N | Boiling Point : | - |
Linear Structure Formula : | BrCH2CH2NH3Br | InChI Key : | WJAXXWSZNSFVNG-UHFFFAOYSA-N |
M.W : | 204.89 | Pubchem ID : | 2774217 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | 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 |
---|---|---|
86.1% | With triethylamine; In tetrahydrofuran; | EXAMPLE 11 Naphthalenesulfonamide, 5-(dimethylamino)-N-(2-bromoethyl) A suspension of 5-dimethylaminonaphthalene-1-sulfonyl chloride (50.0 g, 0.185 mol) and 2-bromoethylamine hydro-bromide (40.4 g, 0.197 mol) in THF (500 mL) was cooled to 2 C. A solution of triethylamine (38.5 g, 0.380 mol) in THF (250 mL) was added dropwise over a 2 h period while maintaining the internal temperature below 6 C. After complete addition the mixture was stirred at ambient temperature for 17 h. The mixture was clarified then concentrated to an orange oil which was chromatographed over silica (2.2 kg) packed and eluted with hexanes-EtOAc (3:1). Fractions (500 mL) containing the purified product were combined, clarified, then concentrated to a damp solid. This material was triturated in hexanes (250 mL), collected on a filter, washed with hexanes (50 mL) then dried to constant weight in vacuo at 40 C. to give 56.9 g (86.1% yield) of product as a off-white crystalline solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In dichloromethane; at 0 - 20℃;Inert atmosphere; | General procedure: To a solution of 2-bromoethylamine hydrobromide (for 12a-j) (1 equiv.) and 2.5 equiv. of triethylamine in dry DCM (5mL), 0.83 equiv. of commercially available arylsulfonyl chloride (11a-j) were added at 0C under nitrogen atmosphere. Then, the reaction mixture was stirred at room temperature until the complete conversion of the arylsulfonyl chloride as controlled by TLC. DCM was then added and the organic layer was washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the desired product used for the synth esis of compound 7 without further purification. Compound 13 was obtained using 1 equiv. of 3-bromopropylamine hydrobromide and 0.83 equiv. of 4-methoxybenzenesulfonyl chloride following the same general procedure used for compounds 12a-j. |
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