ChemicalBook > CAS DataBase List > 3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone

3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone

Product Name
3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone
CAS No.
855300-09-3
Chemical Name
3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone
Synonyms
RivastigMine USP RC D;Rivastigmine EP Imp C;Capalatine EP Impurity C;USP RC-D (CRIV1 IMPURITY);Rivastigmine EP Impurity C;Rivastigmine Impurity C(EP);Rivastigmine USP Impurity D;RivastigMine Related CoMpound D;Rivastigmine USP Related Compound D;3-Acetylphenyl ethyl(Methyl)-carbaMate
CBNumber
CB92618107
Molecular Formula
C12H15NO3
Formula Weight
221.25
MOL File
855300-09-3.mol
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3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone Property

Boiling point:
337℃
Density 
1.112
Flash point:
158℃
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Chloroform (Slightly)
form 
Oil
pka
-1.56±0.70(Predicted)
color 
Colourless
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Safety

HS Code 
2924296000
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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.

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
PHR2032
Product name
Rivastigmine Related Compound D
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100mg
Price
$665
Updated
2025/07/31
Sigma-Aldrich
Product number
1604825
Product name
Rivastigmine Related Compound D
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$1200
Updated
2025/07/31
TRC
Product number
D289320
Product name
Des[3-(1-Dimethylamino)ethyl]3-AcetylRivastigmine
Packaging
1g
Price
$785
Updated
2021/12/16
TRC
Product number
D289320
Product name
Des[3-(1-Dimethylamino)ethyl]3-AcetylRivastigmine
Packaging
100mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-W021827
Product name
3-Acetylphenylethyl(methyl)carbamate
Packaging
250mg
Price
$50
Updated
2021/12/16
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3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone Chemical Properties,Usage,Production

Uses

Des [3-(1-dimethylamino)ethyl] 3-acetyl Rivastigmine (Rivastigmine EP Impurity C) is a derivative of Rivastigmine (Tartrate: R541000), and acetylcholinesterase inhibitor that is commonly used to treat dementia associated with Parkinson’s disease and Alzheimer’s disease.

Synthesis

42252-34-6

121-71-1

855300-09-3

Synthesis of 3-O-((N-ethyl, methyl) carbamoyl) acetophenone (7):Acetone (1000 ml) was added to a flask equipped with a reflux condenser and mechanical stirrer. 3'-Hydroxyacetophenone (G) (125 g, 0.919 mol) was added with stirring at room temperature to give a yellow transparent solution. Potassium carbonate (381 g, 2.757 mol, 3 eq.) and N-methyl-N-ethylcarbamoyl chloride (EMCC, 167.5 g, 1.379 mol, 1.5 eq.) were then added all at once. The addition funnel was rinsed with acetone (250 ml) and added to the reaction mixture. The reaction mixture was heated to reflux (55 °C). after 4 h, potassium carbonate (25.5 g, 0.18 mol, 0.2 eq.) and acetone (92 ml, 0.74 v/v) were added in a single addition. after 1 h, potassium carbonate (12.75 g, 0.09 mol, 0.1 eq.) was added in another single addition. Upon completion of the reaction, the reaction material was cooled to about 35°C and filtered under vacuum through a sintered funnel. The solids were discarded and the mother liquor was concentrated to give the crude product (7) as a red liquid. Yield:229 g, yield 112.74%.HPLC purity:96.71%. Sulfated ash:0.4%.1H NMR (δ ppm): 1.41-1.56 (2×t, 3H, N-CH2CH3), 2.6 (s, 3H, COCH3), 3.00 and 3.09 (2×s, 3H, N-CH3), 3.38-3.53 (2×q, 2H, N-CH2CH3), 7.32 (d, 1H, Ar- H), 7.46 (t, 1H, Ar-H), 7.69 (s, 1H, Ar-H), 7.78 (d, 1H, Ar-H).

References

[1] Patent: WO2005/61446, 2005, A2. Location in patent: Page/Page column 13-14
[2] Molecules, 2018, vol. 23, # 9,
[3] Asian Journal of Chemistry, 2013, vol. 25, # 6, p. 3499 - 3500
[4] Journal of Molecular Catalysis B: Enzymatic, 2013, vol. 91, p. 87 - 92
[5] Tetrahedron Asymmetry, 2013, vol. 24, # 7, p. 374 - 379

3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone manufacturers

Career Henan Chemical Co
Product
3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone 855300-09-3
Price
US $1.00/KG
Min. Order
1KG
Purity
98%HPLC
Supply Ability
10Tons
Release date
2020-02-19

855300-09-3, 3'-(ethyl(Methyl)carbaMoyl)oxyacetophenoneRelated Search:

Rivastigmine USP RC E 1-(3-Methoxyphenyl)-N,N-diMethylethanaMine 3-vinylphenyl ethyl(Methyl)-carbaMate (S)-1-(3-((ethyl(methyl)carbamoyl)oxy)phenyl)-N,N-dimethylethanamine S-(-)-[1-(3-Methoxyphenyl)ethyl]-N,N-diMethylaMine 1-(3-METHOXY-PHENYL)-ETHANOL Rivastigmine tartrate 3-Methoxyacetophenone 3-[(1S)-1-(Dimethylaminoethyl)]phenol Rivastigmine N-Oxide Rivastigmine Impurity 9 (R,S)-3-[1-(Dimethylamino)ethyl]phenyl dimethylcarbamate 1-chloro-1-(3'-methoxyphenyl)ethane (αS)-N,N,α-TriMethyl-3-(4-nitrophenoxy)benzeneMethanaMine Rivastigmine EP Impurity E Diethyl RivastigMine

  • 3'-(ethyl(Methyl)carbaMoyl)oxyacetophenone
  • CarbaMic acid, ethylMethyl-, 3-acetylphenyl ester
  • N-Ethyl-N-methylcarbamic acid 3-acetylphenyl ester
  • 3-Acetylphenyl ethyl(Methyl)-carbaMate
  • RivastigMine USP RC D
  • Rivastigmine EP Impurity C
  • Ethylmethylcarbamic Acid 3-Acetylphenyl Ester
  • Rivastigmine USP Impurity D
  • Rivastigmine Impurity C(EP)
  • Rivastigmine Impurity 3(Rivastigmine EP Impurity C)
  • Des [3-(1-DiMethylaMino)ethyl] 3-Acetyl RivastigMine
  • RivastigMine Related CoMpound D
  • Rivastigmine EP Imp C
  • (3-acetylphenyl) N-ethyl-N-methylcarbamate
  • Carbamic acid, N-ethyl-N-methyl-, 3-acetylphenyl ester
  • Rivastigmine EP Impurity C/ Rivastigmine Related Compound D
  • Rivastigmine Related Compound D (3-Acetylphenyl ethyl(methyl)carbamate) (1604825)
  • Rivastigmine USP Related Compound D
  • Rivastigmine Hydrogen Tartrate EP Impurity C
  • USP RC-D (CRIV1 IMPURITY)
  • Capalatine EP Impurity C
  • Rivastigmine Hydrogen Tartrate Impurity C
  • 855300-09-3