Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoate
• CAS No.: 380844-26-8
• Molecular Formula: C12H16ClNO4
• Molecular Weight: 273.716
• Hs Code.: 2922509090
• Mol file: 380844-26-8.mol

Synonyms:LogP

Chemical Property of Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoate

Chemical Property:

• Vapor Pressure: 2.21E-07mmHg at 25°C
• Melting Point: 96-98oC
• Boiling Point: 423.6oC at 760 mmHg
• Flash Point: 210°C
• PSA: 70.78000
• Density: 1.232
• LogP: 2.65290
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-amino-5-(3-chloropropoxy)-4-methoxybenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoate

There total 8 articles about Methyl 2-amino-5-(3-chloropropoxy)-4-methoxybenzoate 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%

→ methyl 5-(3-chloropropoxy)-2-amino-4-methoxybenzoate (380844-26-8)

Guidance literature:

Reference yield: 98.1%

methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate (380844-24-6) → methyl 5-(3-chloropropoxy)-2-amino-4-methoxybenzoate (380844-26-8)

Guidance literature:

With hydrogen; palladium on activated carbon; In methanol; water; at 40 ℃; for 2h; under 760.051 Torr;

Reference yield:

3-hydroxy-4-methoxybenzoate (6702-50-7) → methyl 5-(3-chloropropoxy)-2-amino-4-methoxybenzoate (380844-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃ / dimethylformamide / 4 h / 70 °C

2: 89 percent / nitric acid; acetic acid; acetic anhydride / 6 h / 20 °C

3: 77 percent / Fe; acetic acid / methanol / 0.5 h / 50 - 60 °C

With nitric acid; acetic anhydride; iron; potassium carbonate; acetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.3390/12030673

upstream raw materials:

methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate

3-hydroxy-4-methoxybenzoate

methyl 3-(3-chloropropoxy)-4-methoxybenzoate

Isovanillic acid

Downstream raw materials:

6-(3-chloropropoxy)-4-chloro-7-methoxyquinazoline

6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine

gefitinib

3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-(bis(4-fluorophenyl)methyl)piperazine-1-carbodithioate

Refernces

• 1、 Zhao, Feng,Lin, Zhaohu,Wang, Feng,Zhao, Weili,Dong, Xiaochun. "Four-membered heterocycles-containing 4-anilino-quinazoline derivatives as epidermal growth factor receptor (EGFR) kinase inhibitors". . p. 5385 - 5388. Retrieved 2013/09/23.
• 2、 Li, Ri-Dong,Zhang, Xin,Li, Qiao-Yan,Ge, Ze-Mei,Li, Run-Tao. "Novel EGFR inhibitors prepared by combination of dithiocarbamic acid esters and 4-anilinoquinazolines". supporting information; experimental part. p. 3637 - 3640. Retrieved 2011/08/06.