| Identification | Back Directory | [Name]
4-Chloro-N-methylpyridine-2-carboxamide Hydrochloride | [CAS]
882167-77-3 | [Synonyms]
4-Chloro-N-methylpicolinamide Hydrochloride
4-Chloro-N-methylpyridine-2-carboxamide Hydrochloride
4-Chloro-N-methyl-2-pyridinecarboxamide Hydrochloride
2-PyridinecarboxaMide, 4-chloro-N-Methyl-, hydrochloride (1:1)
4-Chloropyridine-2-carboxylic Acid Methylamide Monohydrochlorid
4-Chloropyridine-2-carboxylic Acid Methylamide Monohydrochloride | [EINECS(EC#)]
692-719-7 | [Molecular Formula]
C7H8Cl2N2O | [MDL Number]
MFCD02185921 | [MOL File]
882167-77-3.mol | [Molecular Weight]
207.06 |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
144-146°C | [vapor pressure ]
0.093Pa at 20℃ | [storage temp. ]
Refrigerator | [solubility ]
Methanol, Water | [form ]
Solid | [color ]
Pale Yellow | [Water Solubility ]
93g/L at 20℃ | [InChI]
InChI=1S/C7H7ClN2O.ClH/c1-9-7(11)6-4-5(8)2-3-10-6;/h2-4H,1H3,(H,9,11);1H | [InChIKey]
XGHILPUCRYAWIN-UHFFFAOYSA-N | [SMILES]
C1(C(=O)NC)=NC=CC(Cl)=C1.Cl | [LogP]
1.3 at 25℃ |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
4-Chloro-N-methylpyridine-2-carboxamide Hydrochloride (cas# 882167-77-3) is a compound useful in organic synthesis. | [Synthesis]
37% hydrochloric acid (354 g, 3.59 mol) was slowly added to a solution of crude 4-chloro-N-methylpyridine-2-carboxamide (500 g, 2.93 mol) dissolved in acetone (2 kg) under stirring conditions and the temperature of the reaction was controlled not to exceed 40 °C. The reaction mixture was then cooled to about 5 °C and stirred continuously for 1 hour. The product was collected by filtration, washed with acetone (580 g) and subsequently dried under reduced pressure (50 °C, 80 mbar). By this method, 521 g (yield 86% of the theoretical value) of 4-chloro-N-methylpyridine-2-carboxamide hydrochloride was obtained. The melting point of the product was 166-168 °C. 1H NMR (DMSO-d6, 500 MHz) data were as follows: δ= 2.83 (d, J = 4.8 Hz, 3H, NCH3); 3.88 (br.s, HCl/H2O); 7.77 (dd, J = 1.9,5.1 Hz, 1H, 5-H); 8.03 (d, J = 1.6, 1H, 3 -H); 8.63 (d, J = 5.2 Hz, 1H, 6-H); 8.90 (br.s, 1H, NH). Mass spectral analysis (DCI, NH3) showed: m/e = 188 [M + NH4]+, 171 [M + H]+ (M = free base). | [References]
[1] Patent: WO2006/34796, 2006, A1. Location in patent: Page/Page column 17 |
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