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3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one

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3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Basic information
Synthesis
Product Name:3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one
Synonyms:3-(Dimethylamino)-1-(pyridin-2-yl)prop-2-en-1-one 98%;JR-8942, 3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one, 97%;3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&;(E)-3-DiMethylaMino-1-(2-pyridyl)-2-propen-1-one, 98%;2-[3-(Dimethylamino)acryloyl]pyridine;3-(Dimethylamino)-1-(pyridin-2-yl)prop-2-en-1-one;(E)-3-dimethylamino-1-(2-pyridyl)prop-2-en-1-one;3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one 95%
CAS:66521-54-8
MF:C10H12N2O
MW:176.22
EINECS:
Product Categories:C9 to C46;Heterocyclic Building Blocks;Pyridines
Mol File:66521-54-8.mol
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Structure
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Chemical Properties
Melting point 126-130 °C(lit.)
Boiling point 281.4±36.0 °C(Predicted)
density 1.07
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka6.25±0.70(Predicted)
AppearanceYellow to brown Solid
InChI1S/C10H12N2O/c1-12(2)8-6-10(13)9-5-3-4-7-11-9/h3-8H,1-2H3/b8-6+
InChIKeyBWERGHWJEBQNQV-SOFGYWHQSA-N
SMILESCN(C)\C=C\C(=O)c1ccccn1
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2933399990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Usage And Synthesis
Synthesis3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one was synthesised based on the literature. The reaction of (2g, 16.5mmol) of 2-acetylpyridine and DMF dimethyl acetal(7.84g) were suspended in 11ml of xylene and stir this reaction mixture for 16h at 110℃. Into the resulting mixture 10 ml of hexane added yellow colour precipitate was formed and allows stirring for 20min at 3℃. Resulting mixture was filtered and dried in vacuum to get a yellow colour powder.1.png
Uses3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one may be used in the preparation of the 5-(heteroaryl)isoxazole derivatives, 5-(2-pyridyl)isoxazole and 3-methyl-5-(2-pyridyl)isoxazole. It may also be used to synthesize 7-(2-pyridyl)-1,2,4-triazolo[1,5-a]pyrimidine.
General Description3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one (1-(2′-Pyridyl)-3-dimethylamino-2-propen-1-one), an enaminone, is a hemilabile hybrid ligand. The preparation of cationic mononuclear rhodium(I) or iridium(I) complexes containing 3-(dimethylamino)-1-(2-pyridyl)-2-propen-1-one have been reported.
References[1] Molecules, 2007, vol. 12, # 8, p. 2061 - 2079
[2] European Journal of Organic Chemistry, 2012, # 32, p. 6407 - 6413,7
[3] Synthetic Communications, 1993, vol. 23, # 13, p. 1897 - 1903
[4] Organic Preparations and Procedures International, 1997, vol. 29, # 3, p. 285 - 292
[5] Journal of Chemical Research, Miniprint, 1997, # 3, p. 601 - 615
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Preparation Products And Raw materials
Raw materials2-Acetylpyridine-->N,N-Dimethylformamide dimethyl acetal
Tag:3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one(66521-54-8) Related Product Information
3-Dimethylamino-1-pyridin-4-yl-propenone 1H-Indolo(3,2-c)quinoline-1,4(11H)-dione, 2-(1-aziridinyl)-6-methyl- 3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one (E)-1-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-3-(dimethylamino)-2-propen-1-one 3-(Dimethylamino)-1-(2-pyridinyl)-2-buten-1-one 1-(6-Bromo-2-pyridinyl)-3-(dimethylamino)-2-propen-1-one 3-(1,3-Dihydro-isoindol-2-yl)-1-pyridin-2-yl-propenone 1-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-3-(dimethylamino)-2-buten-1-one