Synthesis
ChemicalBook > CAS DataBase List > 3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one

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

Synthesis
Product Name
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one
CAS No.
66521-54-8
Chemical Name
3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one
Synonyms
5C-070;511676_ALDRICH;2-[3-(Dimethylamino)acryloyl]pyridine;3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&;3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&3-dimethylamino-1-(2-pyridyl)prop-2-en-1-one;1-(2-Pyridyl)-3-dimethylamino-2-propen-1-one;(E)-3-dimethylamino-1-(2-pyridyl)prop-2-en-1-one;3-(Dimethylamino)-1-(pyridin-2-yl)prop-2-en-1-one;3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one 95%
CBNumber
CB9499498
Molecular Formula
C10H12N2O
Formula Weight
176.22
MOL File
66521-54-8.mol
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3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Property

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
pka
6.25±0.70(Predicted)
Appearance
Yellow to brown Solid
InChI
1S/C10H12N2O/c1-12(2)8-6-10(13)9-5-3-4-7-11-9/h3-8H,1-2H3/b8-6+
InChIKey
BWERGHWJEBQNQV-SOFGYWHQSA-N
SMILES
CN(C)\C=C\C(=O)c1ccccn1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2933399990
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
511676
Product name
3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one
Purity
95%
Packaging
25g
Price
$93
Updated
2023/06/20
TRC
Product number
D495963
Product name
(E)-3-(Dimethylamino)-1-(pyridin-2-yl)prop-2-en-1-one
Packaging
5g
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD124317
Product name
(2E)-3-(Dimethylamino)-1-pyridin-2-ylprop-2-en-1-one
Packaging
500mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
024678
Product name
3-Dimethylamino-1-pyridin-2-yl-propenone
Purity
97%
Packaging
25g
Price
$78
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD124317
Product name
(2E)-3-(Dimethylamino)-1-pyridin-2-ylprop-2-en-1-one
Packaging
1g
Price
$128
Updated
2021/12/16
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3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one Chemical Properties,Usage,Production

Synthesis

3-(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.

Uses

3-(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 Description

3-(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 materials

Preparation Products

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

Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
ChemCell Biomedicine Co.,Ltd.
Tel
020-13556033878 2965585218 13556033878
Fax
0086-0757-85406358
Email
chemcell@hotmail.com
Country
China
ProdList
369
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52
Acorn PharmaTech Co., Ltd.
Tel
025-58395930
Fax
025-5861-9182
Email
sales@acornpharma.com
Country
China
ProdList
982
Advantage
60
T&W GROUP
Tel
021-61551611 13296011611
Fax
+86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9895
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
CEG Chemical Science&Technology Co., Ltd.
Tel
Mobile:13665161512
Fax
+86-510-68873513
Country
China
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1785
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
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80
Quzhou Rundong Chemical (Technology) Co.
Tel
0570-8789886 18892685668
Fax
0570-8789985
Email
info@rundongchemical.com
Country
China
ProdList
4053
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60
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
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60
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ:65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
9497
Advantage
58

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