N-(3,4-dimethoxyphenyl)ethanamide

Base Information

• Chemical Name: N-(3,4-dimethoxyphenyl)ethanamide
• CAS No.: 881-70-9
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2924299090
• Mol file: 881-70-9.mol

Synonyms:acetic acid-(3,4-dimethoxy-anilide);F0239-0753;Essigsaeure-(3,4-dimethoxy-anilid);3',4'-dimethoxyacetanilide;N-(3,4-dimethoxyphenyl)-acetamide;N-acetyl-3,4-dimethoxyaniline;dimethoxyphenylacetamide;

Chemical Property of N-(3,4-dimethoxyphenyl)ethanamide

Chemical Property:

• Vapor Pressure: 2.33E-05mmHg at 25°C
• Boiling Point: 359.7°C at 760 mmHg
• Flash Point: 171.4°C
• PSA: 47.56000
• Density: 1.144g/cm³
• LogP: 1.73520

Purity/Quality:

98%min ^*data from raw suppliers

N-(3,4-Dimethoxyphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(3,4-Dimethoxyphenyl)acetamide is an intermediate used in the synthesis of 5,6-Orthoquinone Primaquine-d6 Hydrobromide (O697512), which is an isotope labeled compound of 5,6-Orthoquinone Primaquine (O697510). 5,6-Orthoquinone Primaquine is used in the study of the differential pharmacological and toxicological properties of primaquine enantiomers. Primaquine is currently the only approved drug for the treatment and radical cure of Plasmodium vivax malaria.

Technology Process of N-(3,4-dimethoxyphenyl)ethanamide

There total 21 articles about N-(3,4-dimethoxyphenyl)ethanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

acetyl chloride (75-36-5) + 3,4-dimethoxyaniline (6315-89-5) → 3',4'-dimethoxyacetanilide (881-70-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2018.01.014

Reference yield: 92.0%

1,2-dimethoxybenzene (91-16-7) + acetic acid (64-19-7,77671-22-8) → 3',4'-dimethoxyacetanilide (881-70-9)

Guidance literature:

With hydroxylamine hydrochloride; at 70 ℃; for 8h;

DOI:10.1021/jo00098a050

Reference yield: 90.0%

1-(3,4-dimethoxyphenyl)ethanone (1131-62-0) → 3',4'-dimethoxyacetanilide (881-70-9)

Guidance literature:

With zinc(II) chloride; hydroxylamine-O-sulfonic acid; In water; at 20 ℃; for 4h;

DOI:10.1055/s-0040-1707809

upstream raw materials:

3,4-dimethoxyaniline

1,2-dimethoxybenzene

acetic acid

acetyl chloride

Downstream raw materials:

2-acetylamino-3',4,4'-5-tetramethoxybenzophenone

3,4-dimethoxyaniline

N-acetyl-3-methoxy-p-benzoquinone imine dimethyl acetal

3,4,4-trimethoxycyclohexa-2,5-dienone

Refernces

• 1、 Chandra, Dinesh,Verma, Saumya,Pandey, Chandra Bhan,Yadav, Ajay K.,Kumar, Puneet,Tiwari, Bhoopendra,Jat, Jawahar L.. "Direct synthesis of secondary amides from ketones through Beckmann rearrangement using O-(mesitylsulfonyl)hydroxylamine". supporting information. . Retrieved 2020/03/23.
• 2、 Anugu, Raghunath Reddy,Chandra, Dinesh,Falck, John R.,Jat, Jawahar L.,Munnuri, Sailu,Verma, Saumya. "Cu(OTf) 2 -Catalyzed Beckmann Rearrangement of Ketones Using Hydroxylamine- O -sulfonic Acid (HOSA)". . p. 3709 - 3714. Retrieved 2019/09/30.