| Identification | More | [Name]
2-Chloronicotinamide | [CAS]
10366-35-5 | [Synonyms]
2-CHLORONICOTINAMIDE
2-CHLORO-PYRIDIN-3-CARBOXYLIC ACID AMIDE
2-CHLOROPYRIDINE-3-CARBOXAMIDE
RARECHEM AH CK 0070
TIMTEC-BB SBB004012
2-Chloro-N,N'-dimethylnicotinamide
2-CHLORONICOTINAMIDE CNAM
2-CHLORO-NICOTINAMIDE, 2-CHLORO-PYRIDIN-3-CARBOXYLIC ACID AMIDE 97%
2-CHLORO-NICOTINAMIDE, 2-CHLORO-PYRIDINE-3-CARBOXYLIC ACID AMIDE
2-CHLORONICOTINALDEHYDE
2-Chloronicotinamide, 98+%
3-Pyridinecarboxamide, 2-chloro-
2-Chloro-3-pyridinecarboxamide | [EINECS(EC#)]
233-808-9 | [Molecular Formula]
C6H5ClN2O | [MDL Number]
MFCD00006237 | [Molecular Weight]
156.57 | [MOL File]
10366-35-5.mol |
| Chemical Properties | Back Directory | [Appearance]
BEIGE FINE CRYSTALLINE POWDER | [Melting point ]
164-167 °C(lit.)
| [Boiling point ]
313.7±27.0 °C(Predicted) | [density ]
1.4411 (rough estimate) | [refractive index ]
1.5400 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Fine Crystalline Powder | [pka]
14.19±0.50(Predicted) | [color ]
Beige | [BRN ]
119026 | [InChI]
InChI=1S/C6H5ClN2O/c7-5-4(6(8)10)2-1-3-9-5/h1-3H,(H2,8,10) | [InChIKey]
ZQZAHPFFZWEUCL-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC=C1C(N)=O | [CAS DataBase Reference]
10366-35-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
BEIGE FINE CRYSTALLINE POWDER | [Synthesis]
General procedure for the synthesis of 2-chloronicotinamide from 2-chloro-3-cyanopyridine: 400 mL of concentrated sulfuric acid was added to a 1000 mL three-necked flask, followed by the addition of 2-chloro-3-cyanopyridine (138 g, 1 mol), which was stirred until completely dissolved. The reaction system was warmed up to 90 °C and the reaction was maintained at this temperature with stirring for 2 hours. Upon completion of the reaction, the reaction mixture was slowly poured into a mixture containing 1000 mL of ammonia and 1 kg of ice and stirring was continued for 1 hour. The precipitated crude product was collected by filtration. The crude product was transferred to 1000 mL of ethyl acetate and stirred for 1 hour to wash and subsequently separated by filtration to give a white solid product. Finally, the white solid was dried by blowing at 50 °C to give 153 g of the intermediate 2-chloronicotinamide as a white solid in 98% yield. | [References]
[1] Patent: CN105367571, 2017, B. Location in patent: Paragraph 0014; 0037; 0038
[2] Tetrahedron Letters, 2012, vol. 53, # 4, p. 449 - 452
[3] Journal of Chemical Research, 2011, vol. 35, # 8, p. 480 - 483
[4] Synlett, 2018, vol. 29, # 15, p. 2061 - 2065
[5] Journal of Organic Chemistry, 1954, vol. 19, p. 1633,1636 |
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