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4'-Methoxyacetoacetanilide

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Products Intro: Product Name:4'-Methoxyacetoacetanilide
CAS:5437-98-9
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Products Intro: Product Name:4'-Methoxyacetoacetanilide
CAS:5437-98-9
Purity:99% Package:5KG;1KG Remarks:C11H13NO3
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Products Intro: Product Name:Acetoacet-P-Anisidine
CAS:5437-98-9
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Products Intro: Product Name:4'-Methoxyacetoacetanilide
CAS:5437-98-9
Purity:0.99 Package:5KG;1KG

4'-Methoxyacetoacetanilide manufacturers

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  • 2025-09-04
  • CAS:5437-98-9
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  • Purity: 98.0%
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4'-Methoxyacetoacetanilide Basic information
Product Name:4'-Methoxyacetoacetanilide
Synonyms:acetoacetyl-p-acetanisidine;ACETOACET-P-ANISIDIDE;ACETO ACET P-ANISIDINE;AAPA;AKOS B029142;Acetoacetanilide, 4'-methoxy-;alpha-APA;Butanamide, N-(4-methoxyphenyl)-3-oxo-
CAS:5437-98-9
MF:C11H13NO3
MW:207.23
EINECS:226-615-6
Product Categories:Aromatic amine products;Intermediates of Dyes and Pigments
Mol File:5437-98-9.mol
4'-Methoxyacetoacetanilide Structure
4'-Methoxyacetoacetanilide Chemical Properties
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)
pka11.35±0.46(Predicted)
form Powder
color White to Blue
Water Solubility soluble
LogP0.85 at 23℃ and pH8.3-8.6
CAS DataBase Reference5437-98-9(CAS DataBase Reference)
NIST Chemistry ReferenceButanamide, 3-oxo-n-(4-methoxyphenyl)-(5437-98-9)
EPA Substance Registry SystemButanamide, N-(4-methoxyphenyl)-3-oxo- (5437-98-9)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 26-36/37/39
RTECS AK4598010
HS Code 2924297099
MSDS Information
ProviderLanguage
4'-Methoxyacetoacetanilide English
ACROS English
4'-Methoxyacetoacetanilide Usage And Synthesis
Chemical PropertiesWHITE TO VERY SLIGHTLY YELLOW POWDER
UsesN-(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
Ethyl acetoacetate

141-97-9

p-Anisidine

104-94-9

4'-Methoxyacetoacetanilide

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 materialsAcetyl ketene-->Ethyl acetoacetate-->p-Anisidine
Tag:4'-Methoxyacetoacetanilide(5437-98-9) Related Product Information
p-Anisidine 2'-Chloroacetoacetanilide Acetylacetone Acetoacetamide p-Acetotoluidide m-Anisidine Acetanilide 2-BENZOYLACETANILIDE N-ACETYL-L-TYROSINE ETHYL ESTER 4-Aminoveratrole 4'-Aminoacetanilide 4-(Trifluoromethoxy)aniline 4'-Nitroacetanilide Acetazolamide 2,5-Dimethoxyacetoacetanilide N-(4-Methylphenyl)-3-oxobutanamide 4'-Chloroacetoacetanilide N-(Acetoacetyl)anthranilic acid

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