4'-Methoxyacetoacetanilide
- Product Name
- 4'-Methoxyacetoacetanilide
- CAS No.
- 5437-98-9
- Chemical Name
- 4'-Methoxyacetoacetanilide
- Synonyms
- AAPA;R89439;alpha-APA;AKOS B029142;P-ACETOACETANISIDE;p-Acetoacetanisidine;P-ACETOACETANISIDIDE;4'-Methoxyacetoaceta;ACETOACET-P-ANISIDIDE;AcetoAcet-P-Anisilide
- CBNumber
- CB2224824
- Molecular Formula
- C11H13NO3
- Formula Weight
- 207.23
- MOL File
- 5437-98-9.mol
4'-Methoxyacetoacetanilide Property
- Melting point:
- 115-118 °C
- Boiling point:
- 346.25°C (rough estimate)
- Density
- 1.1878 (rough estimate)
- vapor pressure
- 0.001Pa at 20℃
- refractive index
- 1.5100 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 11.35±0.46(Predicted)
- form
- Powder
- color
- White to Blue
- Water Solubility
- soluble
- LogP
- 0.85 at 23℃ and pH8.3-8.6
- CAS DataBase Reference
- 5437-98-9(CAS DataBase Reference)
- NIST Chemistry Reference
- Butanamide, 3-oxo-n-(4-methoxyphenyl)-(5437-98-9)
- EPA Substance Registry System
- Butanamide, N-(4-methoxyphenyl)-3-oxo- (5437-98-9)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22
- Safety Statements
- 26-36/37/39
- RTECS
- AK4598010
- HS Code
- 2924297099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- A1307
- Product name
- p-Acetoacetanisidide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 25g
- Price
- $31
- Updated
- 2025/07/31
- Product number
- A1307
- Product name
- p-Acetoacetanisidide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 500g
- Price
- $143
- Updated
- 2025/07/31
- Product number
- M266430
- Product name
- N-(4-Methoxyphenyl)-3-oxobutanamide
- Packaging
- 50g
- Price
- $800
- Updated
- 2021/12/16
- Product number
- CHM0079013
- Product name
- P-ACETOACETANISIDIDE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $826.98
- Updated
- 2021/12/16
- Product number
- CHM0079013
- Product name
- P-ACETOACETANISIDIDE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1150.38
- Updated
- 2021/12/16
4'-Methoxyacetoacetanilide Chemical Properties,Usage,Production
Chemical Properties
WHITE TO VERY SLIGHTLY YELLOW POWDER
Uses
N-(4-Methoxyphenyl)-3-oxobutanamide is an intermediate in the synthesis of Tafenoquine-d3 Succinate is the labelled analog of Tatenoquine (T004760), a new 8-aminoquinoline with an improved therapeutic index and safety profile as compared to primaquine (P733500).Tafenoquine has the potential to become a widely used drug in the prevention and treatment of malaria infection and could replace some currently used drugs as resistant strains of Plasmodium species increase.
Synthesis Reference(s)
The Journal of Organic Chemistry, 11, p. 803, 1946 DOI: 10.1021/jo01176a024
Synthesis
141-97-9
104-94-9
5437-98-9
GENERAL STEPS: In a 100 mL round-bottomed flask, ethyl acetoacetate (0.03 mol) was added to a stirring solution of p-aminoanisole (0.01 mol) dissolved in 10 mL of PEG-300. The reaction mixture was refluxed at 120 °C for 1.5-2 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature and subsequently extracted with cold ether (3 x 10 mL). The organic phases were combined and purified by column chromatography (eluent: hexane solution of 10-25% ethyl acetate) to afford the target product N-(4-methoxyphenyl)-3-oxobutylamide (3a-p). The structure of the final product was confirmed by methods reported in the literature.
References
[1] Synthetic Communications, 2000, vol. 30, # 20, p. 3709 - 3718
[2] Heterocycles, 2008, vol. 75, # 11, p. 2681 - 2701
[3] European Journal of Organic Chemistry, 2015, vol. 2015, # 14, p. 3171 - 3177
[4] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 13, p. 1639 - 1641
[5] Journal of Chemical Sciences, 2014, vol. 126, # 1, p. 187 - 195
4'-Methoxyacetoacetanilide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4'-Methoxyacetoacetanilide manufacturers
- Product
- 4'-Methoxyacetoacetanilide 5437-98-9
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99.9
- Supply Ability
- 1 ton
- Release date
- 2024-08-21
- Product
- 4"-Methoxyacetoacetanilide 5437-98-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11
- Product
- 4"-Methoxyacetoacetanilide 5437-98-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09