| Identification | Back Directory | [Name]
2-Chloro-N-MethylethanaMine Hydrochloride | [CAS]
4535-90-4 | [Synonyms]
2-MethylaMinoethyl chloride HCl
(2-Chloroethyl)-methylamine HCl
2-Chloro-N-MethylethanaMine HCl
2-Chloroethyl-Methyl-Azanium Chloride
2-Chloro-N-MethylethanaMiniuM chloride
2-chloroethyl(methyl)ammonium chloride
2-chloro-n-methyl-ethanaminhydrochloride
2-chloro-n-methyl-ethylaminhydrochloride
2-Chloro-N-MethylethylaMine Hydrochloride
N-Methyl-2-chloroethylaMine Hydrochloride
(2-chloroethyl)(Methyl)aMine hydrochloride
2-N-Methylaminoethyl chloride hydrohloride
EthanaMine,2-chloro-N-Methyl-, hydrochloride (1:1)
2-Methylaminoethyl Chloride Hydrochloride
2-Chloroethyl-Methyl-Ammonium Chloride | [EINECS(EC#)]
224-882-3 | [Molecular Formula]
C3H9Cl2N | [MDL Number]
MFCD00050517 | [MOL File]
4535-90-4.mol | [Molecular Weight]
130.016 |
| Hazard Information | Back Directory | [Uses]
2-Chloro-N-Methylethanamine Hydrochloride is an aminoalkoxyimino derivative used in the preparation of amino derivatives of B-homoandrostanes and B-heteroandrostanes for the treatment of cardiovascular disorders.
| [Uses]
2-Chloro-N-methylethanamine Hydrochloride is used in the preparation of pyrimidine derivatives and related heterocycles as CDK inhibitors for treatment of diseases. | [Synthesis]
Example 2: General procedure for the synthesis of 2-chloro-N-methylethylamine hydrochloride from N-methyl-2-hydroxyethylamine
1. Dry hydrogen chloride gas was passed into a solution of dichloromethane (25 ml) containing 2-(methylamino)ethanol (10 g, 133 mmol) under stirring conditions until the mixture turned wet litmus paper red.
2. The reaction mixture was cooled to 0 °C and thionyl chloride (15.82 g, 133 mmol) was added slowly and dropwise.
3. After the dropwise addition was completed, the reaction mixture was stirred at room temperature overnight.
4. After completion of the reaction, the solvent was removed by distillation under reduced pressure to afford the target product 2-chloro-N-methylethylamine hydrochloride as a white solid (16.60 g, 96% yield).
Product characterization: melting point 95°-100°C; 1H NMR (DMSO-d6) δ 4.00 (t, 2H, J = 6.28Hz), 3.36 (t, 2H, J = 6.29Hz), 2.81 (s, 3H); IR (KBr) ν 3400, 2960, 2750, 2420, 1730, 1580, 1460, 1390, 1310, 1270, 1200, 1310, 1270, 1200, 1390, 1390. 1310, 1270, 1200, 1150, 1165, 1005, 990, 900, 860, 710 cm-1. | [References]
[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 14, p. 2672 - 2680
[2] Patent: US5233031, 1993, A
[3] Chemical and Pharmaceutical Bulletin, 2002, vol. 50, # 7, p. 941 - 959
[4] Journal of the Chemical Society. Dalton Transactions, 2001, # 8, p. 1306 - 1318
[5] Journal of medicinal chemistry, 1992, vol. 35, # 17, p. 3246 - 3253 |
|
|