|
|
| | 3-METHOXY-N-METHYLBENZYLAMINE 97 Basic information |
| Product Name: | 3-METHOXY-N-METHYLBENZYLAMINE 97 | | Synonyms: | 3-METHOXY-N-METHYLBE;(3-methoxybenzyl)methylamine(SALTDATA: FREE);[(3-Methoxyphenyl)Methyl](Methyl)aMine;(3-Methoxyphenyl)-N-MethylMethanaMine;3-Methoxy-1-(MethylaMinoMethyl)benzene;N-Methyl-1-[3-(Methoxy)phenyl]MethanaMine;N-Methyl-3-MethoxybenzylaMine;(3-methoxybenzyl)methylamine hydrochloride | | CAS: | 41789-95-1 | | MF: | C9H13NO | | MW: | 151.21 | | EINECS: | | | Product Categories: | Amines;C9 to C10;Nitrogen Compounds | | Mol File: | 41789-95-1.mol |  |
| | 3-METHOXY-N-METHYLBENZYLAMINE 97 Chemical Properties |
| Boiling point | 130-133 °C28 mm Hg(lit.) | | density | 1.014 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.5290(lit.) | | Fp | 212 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Soluble in chloroform, dichloromethane, ethyl acetate and methanol. | | pka | 9.65±0.10(Predicted) | | form | Liquid | | Sensitive | Air Sensitive | | InChI | 1S/C9H13NO/c1-10-7-8-4-3-5-9(6-8)11-2/h3-6,10H,7H2,1-2H3 | | InChIKey | FIFKRPFWLHBMHL-UHFFFAOYSA-N | | SMILES | CNCc1cccc(OC)c1 |
| Hazard Codes | Xn | | Risk Statements | 22-41-43 | | Safety Statements | 26-36/37/39 | | WGK Germany | 2 | | HazardClass | IRRITANT | | HS Code | 2922290090 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Sens. 1 |
| | 3-METHOXY-N-METHYLBENZYLAMINE 97 Usage And Synthesis |
| Chemical Properties | Liquid | | Uses | 3-Methoxy-N-methylbenzylamine is used as an intermediate in the synthesis of diclofensine hydrochloride. | | Synthesis | To a solution of 3-methoxybenzaldehyde (180 g, 1.32 mol) in methanol (1 L) was slowly added 40% aqueous methylamine (113 mL, 1.31 mol), and the reaction mixture was stirred at 0 °C for 1 hour. Subsequently, sodium borohydride (75 g, 1.98 mol) was added in batches at the same temperature and stirring was continued for 1 hour. Upon completion of the reaction, the solution was concentrated under reduced pressure to a smaller volume, diluted with water (200 mL) and extracted with dichloromethane (3 x 500 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product N-methyl-3-methoxybenzylamine (220 g, quantitatively) as a clear oil, which was used directly in the subsequent reaction without further purification.1H NMR (CDCl3, 500 MHz) δ: 7.23 (t, J = 8.0 Hz, 1H), 6.92-6.88 (m, 2H), 6.81-6.78 (m, 2H), 6.81-6.78 (m, 2H), 6.81-6.78 (m, 2H). 6.81-6.78 (m, 1H), 3.80 (s, 3H), 3.73 (s, 2H), 2.45 (s, 3H), 2.07 (br s, 1H). | | References | [1] Patent: WO2010/132437, 2010, A1. Location in patent: Page/Page column 74; 101-102
[2] Patent: WO2009/149258, 2009, A2. Location in patent: Page/Page column 19; 23
[3] Patent: US2007/21408, 2007, A1. Location in patent: Page/Page column 57; 59; 60; 62; 63; 64-65; 66; 70; 71; 73; 74; 88
[4] Patent: US2014/275101, 2014, A1. Location in patent: Paragraph 0072; 0074; 0075
[5] Synthesis, 1990, # 3, p. 253 - 255 |
| | 3-METHOXY-N-METHYLBENZYLAMINE 97 Preparation Products And Raw materials |
|