Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-amino-5-hydroxy-4-methoxybenzoate
• CAS No.: 50413-44-0
• Molecular Formula: C9H11NO4
• Molecular Weight: 197.191
• Hs Code.: 2922509090
• Mol file: 50413-44-0.mol

Synonyms:Methyl 5-Hydroxy-4-methoxyanthranilate;methyl 2-amino-5-hydroxy-4-methoxy-benzoate;methylaminohydroxymethoxybenzoate;

Chemical Property of Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Chemical Property:

• Boiling Point: 401.6±45.0 °C(Predicted)
• PKA: 9.43±0.23(Predicted)
• PSA: 81.78000
• Density: 1.296±0.06 g/cm3(Predicted)
• LogP: 1.35080
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-Hydroxy-4-methoxyanthranilate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 5-Hydroxy-4-methoxyanthranilate is an impurity of Gefitinib (G304000), is an antineoplastic.

Technology Process of Methyl 2-amino-5-hydroxy-4-methoxybenzoate

There total 3 articles about Methyl 2-amino-5-hydroxy-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: 100.0%

methyl 5-(benzyloxy)-4-methoxy-2-nitrobenzoate (164161-49-3) → methyl 2-amino-5-hydroxy-4-methoxybenzoate (50413-44-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃; under 750.075 Torr;

Reference yield: 100.0%

→ methyl 2-amino-5-hydroxy-4-methoxybenzoate (50413-44-0)

Guidance literature:

Reference yield: 93.0%

methyl 5-hydroxy-4-methoxy-2-nitrobenzoate (215659-03-3) → methyl 2-amino-5-hydroxy-4-methoxybenzoate (50413-44-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 4h;

upstream raw materials:

methyl 5-(benzyloxy)-4-methoxy-2-nitrobenzoate

methyl 5-hydroxy-4-methoxy-2-nitrobenzoate

Downstream raw materials:

6-hydroxy-7-methoxy-quinazoline-4-one

6-ethoxy-7-methoxyquinazoline-4(3H)-one

6-acetoxy-4-chloro-7-methoxyquinazoline

6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one

Refernces

• 1、 Tasler, Stefan,Mueller, Oliver,Wieber, Tanja,Herz, Thomas,Pegoraro, Stefano,Saeb, Wael,Lang, Martin,Krauss, Rolf,Totzke, Frank,Zirrgiebel, Ute,Ehlert, Jan E.,Kubbutat, Michael H.G.,Schaechtele, Christoph. "Substituted 2-arylbenzothiazoles as kinase inhibitors: Hit-to-lead optimization". supporting information; experimental part. p. 6728 - 6737. Retrieved 2009/12/09.
• 2、 -. "2-Arylbenzothiazole analogues and uses thereof in the treatment of cancer". Page/Page column 23. . Retrieved 2010/11/25.