2-(4-Aminophenyl)-6-bromoquinoline-4-carboxylic acid

Base Information

• Chemical Name: 2-(4-Aminophenyl)-6-bromoquinoline-4-carboxylic acid
• CAS No.: 475474-43-2
• Molecular Formula: C16H11BrN2O2
• Molecular Weight: 343.17500
• DSSTox Substance ID: DTXSID20408100
• Wikidata: Q82213469
• Mol file: 475474-43-2.mol

Synonyms:2-(4-aminophenyl)-6-bromoquinoline-4-carboxylic acid;475474-43-2;4-Quinolinecarboxylic acid, 2-(4-aminophenyl)-6-bromo-;Oprea1_424451;DTXSID20408100;2-(4-aminophenyl)-6-bromoquinoline-4-carbox-ylic acid

Chemical Property of 2-(4-Aminophenyl)-6-bromoquinoline-4-carboxylic acid

Chemical Property:

• PSA: 76.21000
• LogP: 4.52590
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 342.00039
• Heavy Atom Count: 21
• Complexity: 385

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC3=C(C=C(C=C3)Br)C(=C2)C(=O)O)N

Technology Process of 2-(4-Aminophenyl)-6-bromoquinoline-4-carboxylic acid

There total 1 articles about 2-(4-Aminophenyl)-6-bromoquinoline-4-carboxylic acid 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: 85.0%

5-Bromo-1H-indole-2,3-dione (87-48-9) + p-aminobenzophenone (99-92-3) → 2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid (475474-43-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; Heating;

DOI:10.1023/A:1014783307934

Reference yield: 97.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + 2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid (475474-43-2) → 4-(4-hydroxycarbonyl-6-bromo-2-quinolyl)-4'-(dimethylamino)azobenzene

Guidance literature:

2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid; With hydrogenchloride; sodium nitrite; at 2 ℃; for 0.5h;

N,N-dimethyl-aniline; With hydrogenchloride; sodium acetate; at 10 - 20 ℃; pH=5.5;

DOI:10.1023/A:1024790613111

Reference yield: 87.0%

chloral hydrate (302-17-0) + 2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid (475474-43-2) → 6-bromo-2-[4-(2-hydroxyimino-acetylamino)-phenyl]-quinoline-4-carboxylic acid (864857-49-8)

Guidance literature:

chloral hydrate; With hydroxylamine hydrochloride; sodium sulfate; In water; Heating;

2-(4'-aminophenyl)-6-bromo-4-quinolinecarboxylic acid; With hydrogenchloride; In water; N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1007/s10631-005-0013-6

upstream raw materials:

5-Bromo-1H-indole-2,3-dione

p-aminobenzophenone

Downstream raw materials:

6-bromo-2-[4-(2-hydroxyimino-acetylamino)-phenyl]-quinoline-4-carboxylic acid