4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide

Base Information

• Chemical Name: 4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide
• CAS No.: 134721-83-8
• Molecular Formula: C₂₃H₂₇N₅O₃
• Molecular Weight: 421.499
• DSSTox Substance ID: DTXSID00158914
• Wikidata: Q83027213
• Mol file: 134721-83-8.mol

Synonyms:BRN 4828087;4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide;2-((3-Methoxyphenyl)amino)-4-quinolinecarboxylic acid 2-((diethylamino)acetyl)hydrazide;134721-83-8;DTXSID00158914;LS-141658

Chemical Property of 4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide

Chemical Property:

• Boiling Point: 657.8°Cat760mmHg
• Flash Point: 351.6°C
• Density: 1.229g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 421.21138974
• Heavy Atom Count: 31
• Complexity: 586

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN(CC)CC(=O)NNC(=O)C1=CC(=NC2=CC=CC=C21)NC3=CC(=CC=C3)OC

Technology Process of 4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide

There total 3 articles about 4-Quinolinecarboxylic acid, 2-((3-methoxyphenyl)amino)-, 2-((diethylamino)acetyl)hydrazide 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: 55.0%

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid N'-(2-chloro-acetyl)-hydrazide (134721-77-0) + diethylamine (109-89-7) → 2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid N'-(2-diethylamino-acetyl)-hydrazide (134721-83-8)

Guidance literature:

In 1,4-dioxane; for 1h; Heating;

DOI:10.1007/BF00772014

Reference yield:

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid hydrazide (134721-71-4) → 2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid N'-(2-diethylamino-acetyl)-hydrazide (134721-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaOAc, acetic acid / 24 h / Ambient temperature

2: 55 percent / dioxane / 1 h / Heating

With sodium acetate; acetic acid; In 1,4-dioxane;

DOI:10.1007/BF00772014

Reference yield:

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid ethyl ester (134721-65-6) → 2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid N'-(2-diethylamino-acetyl)-hydrazide (134721-83-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / hydrazine hydrate / ethanol / 2 h / Heating

2: 88 percent / NaOAc, acetic acid / 24 h / Ambient temperature

3: 55 percent / dioxane / 1 h / Heating

With sodium acetate; hydrazine hydrate; acetic acid; In 1,4-dioxane; ethanol;

DOI:10.1007/BF00772014

upstream raw materials:

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid N'-(2-chloro-acetyl)-hydrazide

diethylamine

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid hydrazide

2-(3-Methoxy-phenylamino)-quinoline-4-carboxylic acid ethyl ester