N-(3-(DIETHYLAMINO)METHYL)-4-HYDROXYPHENYLACETAMIDE

Base Information

• Chemical Name: N-(3-(DIETHYLAMINO)METHYL)-4-HYDROXYPHENYLACETAMIDE
• CAS No.: 121-78-8
• Molecular Formula: C13H20 N2 O2
• Molecular Weight: 236.314
• Hs Code.: 2924299090
• Mol file: 121-78-8.mol

Synonyms:m-Acetotoluidide,a-(diethylamino)-4'-hydroxy-(8CI); 4-Acetamido-2-[(diethylamino)methyl]phenol; NSC 12479; NSC 51970

Chemical Property of N-(3-(DIETHYLAMINO)METHYL)-4-HYDROXYPHENYLACETAMIDE

Chemical Property:

• Vapor Pressure: 3.52E-07mmHg at 25°C
• Melting Point: 135 °C
• Boiling Point: 406.2°Cat760mmHg
• PKA: 9.07±0.43(Predicted)
• Flash Point: 199.5°C
• PSA: 52.57000
• Density: 1.122g/cm³
• LogP: 2.26540

Purity/Quality:

99% ^*data from raw suppliers

3-DiethylaminoAcetaminophen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: An impurity of Amodiaquine (A634200). 3-Diethylamino Acetaminophen is an important precursor in preparation of anti-tuberculosis drugs. 3-Diethylamino Acetaminophen is an impurity of Amodiaquine (A634200). 3-Diethylamino Acetaminophen is an important precursor in preparation of anti-tuberculosis drugs (1,2).

Technology Process of N-(3-(DIETHYLAMINO)METHYL)-4-HYDROXYPHENYLACETAMIDE

There total 6 articles about N-(3-(DIETHYLAMINO)METHYL)-4-HYDROXYPHENYLACETAMIDE 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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-acetaminophenol (103-90-2,8055-08-1) + diethylamine (109-89-7) → N-{3-[(diethylamino)methyl]-4-hydroxyphenyl}acetamide (121-78-8)

Guidance literature:

In ethanol; at 80 ℃; for 1.5h; Microwave irradiation;

DOI:10.1039/C8MD00382C

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → N-{3-[(diethylamino)methyl]-4-hydroxyphenyl}acetamide (121-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: platinum; acetic acid / Hydrogenation

2: ethanol

With ethanol; acetic acid; platinum;

DOI:10.1021/ja01184a023

Reference yield:

4-amino-phenol (123-30-8) → N-{3-[(diethylamino)methyl]-4-hydroxyphenyl}acetamide (121-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1.75 h / 60 °C

2: ethanol / 1.5 h / 80 °C / Microwave irradiation

In tetrahydrofuran; ethanol;

DOI:10.1039/C8MD00382C

upstream raw materials:

formaldehyd

4-acetaminophenol

diethylamine

4-nitro-phenol

Downstream raw materials:

4-amino-2-((diethylamino)methyl)phenol

2-[(diethylamino)methyl]-4-(quinolin-4-ylamino)phenol

4-(2-chloro-[4]quinolylamino)-2-diethylaminomethyl-phenol

amodiaquin

Refernces

• 1、 Okombo, John,Brunschwig, Christel,Singh, Kawaljit,Dziwornu, Godwin Akpeko,Barnard, Linley,Njoroge, Mathew,Wittlin, Sergio,Chibale, Kelly. "Antimalarial Pyrido[1,2- a]benzimidazole Derivatives with Mannich Base Side Chains: Synthesis, Pharmacological Evaluation, and Reactive Metabolite Trapping Studies". . p. 372 - 384. Retrieved 2019/01/26.
• 2、 Cheuka, Peter Mubanga,Lawrence, Nina,Taylor, Dale,Wittlin, Sergio,Chibale, Kelly. "Antiplasmodial imidazopyridazines: structure-activity relationship studies lead to the identification of analogues with improved solubility and hERG profiles". supporting information. p. 1733 - 1745. Retrieved 2018/10/26.