ETHYL 3-AMINO-4-HYDROXYBENZOATE

Base Information

• Chemical Name: ETHYL 3-AMINO-4-HYDROXYBENZOATE
• CAS No.: 13052-92-1
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• Mol file: 13052-92-1.mol

Synonyms:ethyl 5-amino-4-hydroxybenzoate;3-azido-7-diethylamino-coumarin;3-Amino-4-hydroxy-benzoesaeure-aethylester;3-amino-4-hydroxy-benzoic acid ethyl ester;Ethyl-3-amino-4-hydroxybenzoat;4-ethoxycarbonyl-2-aminophenol;

Chemical Property of ETHYL 3-AMINO-4-HYDROXYBENZOATE

Chemical Property:

• Boiling Point: 336.7±27.0 °C(Predicted)
• PKA: 8.15±0.18(Predicted)
• PSA: 72.55000
• Density: 1.253±0.06 g/cm3(Predicted)
• LogP: 1.73230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 3-amino-4-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 3-AMINO-4-HYDROXYBENZOATE

There total 6 articles about ETHYL 3-AMINO-4-HYDROXYBENZOATE 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: 98.0%

ethyl 4-hydroxy-3-nitrobenzoate (19013-10-6) → ethyl 3-amino-4-hydroxybenzoate (13052-92-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In acetonitrile; at 50 ℃; under 37503.8 Torr; Flow reactor;

DOI:10.1039/c6ob01153e

Reference yield: 85.0%

ethanol (64-17-5) + 3-amino-4-hydroxybenzoic acid (1571-72-8) → ethyl 3-amino-4-hydroxybenzoate (13052-92-1)

Guidance literature:

With sulfuric acid; at 0 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/bkcs.11465

Reference yield:

3-nitro-4-hydroxybenzoic acid (616-82-0) → ethyl 3-amino-4-hydroxybenzoate (13052-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / HCl / 20 °C

2: 92 percent / H₂ / Pd/C / methanol / 2 h / 760 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmc.2005.12.005

upstream raw materials:

Ethyl 4-hydroxybenzoate

4-diazobenzenesulfonic acid

ethyl 4-hydroxy-3-nitrobenzoate

ethanol

Downstream raw materials:

4-hydroxy-3-phenylazo-benzoic acid

C₁₆H₁₂N₂O₅

C₁₇H₁₆BrNO₅

2-<(2-cyclohexyl-1-phenylethyl)amino>-5-benzoxazolecarboxylic acid ethyl ester

Refernces

• 1、 Yin, Siyuan,Zhou, Liliang,Lin, Jinsheng,Xue, Lingjing,Zhang, Can. "Design, synthesis and biological activities of novel oxazolo[4,5- g ]quinazolin-2(1H)-one derivatives as EGFR inhibitors". . p. 462 - 475. Retrieved 2015.
• 2、 -. "Synthetic method for nocarbenzoxazoles and their derivatives". Paragraph 0033; 0039. . Retrieved 2019/12/15.
• 3、 Park, Hyeong Jin,Kim, Jin-Kyung,Jun, Jong-Gab. "Facile Synthesis and In Vitro Nitric Oxide Production Inhibitory Activity of Benzoxazoles". . p. 743 - 749. Retrieved 2018/05/07.