7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE

Base Information

• Chemical Name: 7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE
• CAS No.: 81935-60-6
• Molecular Formula: C₁₉H₁₄ClN₃O₂
• Molecular Weight: 351.792
• Mol file: 81935-60-6.mol

Synonyms:Benzo[b]-1,5-naphthyridine, phenol deriv.

Chemical Property of 7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE

Chemical Property:

• PSA: 70.50000
• Density: 1.438±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 4.31610

Purity/Quality:

98%min ^*data from raw suppliers

4-[(7-CHLORO-2-METHOXYBENZO[B]-1,5-NAPHTHYRIDIN-10-YL)AMINO]PHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-[(7-Chloro-2-methoxybenzo[b]-1,5-naphthyridin-10-yl)amino]phenol is an intermediate in the synthesis of Pyronaridine-13C2 , d4 Tetraphosphate Salt (P997647), the labeled analogue of Pyronaridine (P997640), an antimalarial drug.

Technology Process of 7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE

There total 8 articles about 7-CHLORO-10-(4-HYDROXYANILINO)-2-METHOXY BENZO(B)-1,5-NAPHTHY RIDINE 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: 91.1%

2-methoxy-7,10-dichloropyrido<3,2-b>quinoline (6626-40-0) + 4-amino-phenol (123-30-8) → 2-methoxy-7-chloro-10-(4'-hydroxyphenyl)aminobenzo[b]-1,5-naphthyridine (81935-60-6)

Guidance literature:

With sulfuric acid; In water; Heating;

Reference yield:

2-aminopyridine (504-29-0) → 2-methoxy-7-chloro-10-(4'-hydroxyphenyl)aminobenzo[b]-1,5-naphthyridine (81935-60-6)

Guidance literature:

Multi-step reaction with 8 steps

1: nitric acid; sulfuric acid / 80 °C

2: sodium hydroxide / Reflux

3: trichlorophosphate / N,N-dimethyl-formamide / Reflux

4: Reflux

5: iron; acetic acid / ethanol / Reflux

6: potassium carbonate; copper(II) oxide / i-Amyl alcohol / Reflux

7: trichlorophosphate / toluene / 80 °C

8: sulfuric acid / N,N-dimethyl-formamide / 6 h / 120 °C

With sulfuric acid; nitric acid; iron; potassium carbonate; acetic acid; copper(II) oxide; sodium hydroxide; trichlorophosphate; In ethanol; i-Amyl alcohol; N,N-dimethyl-formamide; toluene;

DOI:10.1111/bph.15268

Reference yield:

5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9) → 2-methoxy-7-chloro-10-(4'-hydroxyphenyl)aminobenzo[b]-1,5-naphthyridine (81935-60-6)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / Reflux

2: trichlorophosphate / N,N-dimethyl-formamide / Reflux

3: Reflux

4: iron; acetic acid / ethanol / Reflux

5: potassium carbonate; copper(II) oxide / i-Amyl alcohol / Reflux

6: trichlorophosphate / toluene / 80 °C

7: sulfuric acid / N,N-dimethyl-formamide / 6 h / 120 °C

With sulfuric acid; iron; potassium carbonate; acetic acid; copper(II) oxide; sodium hydroxide; trichlorophosphate; In ethanol; i-Amyl alcohol; N,N-dimethyl-formamide; toluene;

DOI:10.1111/bph.15268

upstream raw materials:

2-methoxy-7,10-dichloropyrido<3,2-b>quinoline

4-amino-phenol

2-aminopyridine

5-nitro-pyridin-2-ylamine

Refernces

• 1、 -. "A naphthyridine class compound and use thereof". Paragraph 0057; 0058. . Retrieved 2016/12/22.