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CAS No. : | 109-83-1 | MDL No. : | MFCD00002839 |
Formula : | C3H9NO | Boiling Point : | - |
Linear Structure Formula : | HNCH3(CH2CH2OH) | InChI Key : | OPKOKAMJFNKNAS-UHFFFAOYSA-N |
M.W : | 75.11 | Pubchem ID : | 8016 |
Synonyms : |
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Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P210-P260-P264-P270-P271-P273-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P314-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501 | UN#: | 2735 |
Hazard Statements: | H227-H302+H312-H314-H335-H373-H402 | Packing Group: | Ⅱ |
GHS Pictogram: |
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* 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 |
---|---|---|
96% | With thionyl chloride In dichloromethane | EXAMPLE 2 N-Methyl-N-(2-chloroethyl)amine, hydrochloride salt Hydrogen chloride was bubbled into a stirred solution of 2-(methylamino)ethanol (10 g, 133 mmol) in CH2 Cl2 (25 ml) until the mixture turned wet litmus paper red. The mixture was cooled to 0° C., and thionyl chloride (15.82 g, 133 mmol) was added dropwise. The mixture was allowed to stir overnight at room temperature. The solvent was removed under reduced pressure to give product as a white solid (16.60 g, 96percent yield): mp 95°-100° C.; 1 H NMR (DMSO-d6) 4.00(t, 2H, J=6.28 Hz), 3.36(t, 2H, J=6.29 Hz), 2.81(s, 3H)ppm; IR (KBr) 3400, 2960, 2750, 2420, 1730, 1580, 1460, 1390, 1310, 1270, 1200, 1150, 1165, 1005, 990, 900, 860, 710 cm-1. |
87% | With thionyl chloride In chloroform at 0 - 50℃; for 17 h; Inert atmosphere | To a solution of 2-(methylamino)ethanol (400 pL, 5.00 mmol, 1.0 equiv.) in chloroform (50 mL)was added, under argon at 0°C, thionyle chloride (1.09 mL, 15.0 mmol, 3.0 equiv.). After 17 h of stirring at 50°C, the solvent was concentrated until approximatively 10 mL, then diethyl ether (40 mL) was added to precipitate the compound which was collected on a fritglass, washed several times diethyl ether and dried with a vane pump during one night to afford compound A0219 (567 mg, 4.36 mmol) as a white solid in 87percent yield which was used in the next step without further purification. 1H NMR (400 MHz, MeOD) 5 3.91 (t, J = 5.4 Hz, 2H, CH2CI), 3.42 (t, J = 5.4 Hz, 2H, CH2N), 2.77 (s, 3H, CH3N). 13C NMR (100 MHz, MeOD) 551.46 (CH2N), 40.22 (CH2CI), 33.64 (CH3N). |