Ethyl 3-amino-5-nitrobenzoate

Base Information

• Chemical Name: Ethyl 3-amino-5-nitrobenzoate
• CAS No.: 10394-67-9
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID60356555
• Nikkaji Number: J81.502K
• Wikidata: Q82135956
• ChEMBL ID: CHEMBL338407
• Mol file: 10394-67-9.mol

Synonyms:ethyl 3-amino-5-nitrobenzoate;10394-67-9;5-Ethoxycarbonyl-3-nitroaniline;3-Amino-5-nitro-benzoic acid ethyl ester;Benzoic acid, 3-amino-5-nitro-, ethyl ester;SCHEMBL91308;ethyl3-amino-5-nitrobenzoate;MLS000756277;CHEMBL338407;DTXSID60356555;HMS2522I13;AMY31781;MFCD01463980;AKOS005259539;SB30328;5-Amino-3-nitrobenzoic acid ethyl ester;3-Amino-5-nitrobenzoic Acid Ethyl Ester;SMR000224813;CS-0440135;EN300-2344225;AE-562/12222833

Chemical Property of Ethyl 3-amino-5-nitrobenzoate

Chemical Property:

• PSA: 98.14000
• LogP: 2.45810
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-5-nitro-benzoicacidethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC(=C1)[N+](=O)[O-])N

Technology Process of Ethyl 3-amino-5-nitrobenzoate

There total 4 articles about Ethyl 3-amino-5-nitrobenzoate 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: 90.0%

3-amino-5-nitro-benzoic acid (618-84-8) + ethanol (64-17-5) → ethyl 3-amino-5-nitrobenzoate (10394-67-9)

Guidance literature:

With sulfuric acid; for 16h; Molecular sieve; Reflux;

DOI:10.1016/j.tet.2014.05.033

Reference yield: 65.0%

ethyl 3,5-dinitrobenzoate (618-71-3) → ethyl 3-amino-5-nitrobenzoate (10394-67-9)

Guidance literature:

With vasicine; In water; at 120 ℃; for 24h; chemoselective reaction;

DOI:10.1021/jo5019415

Reference yield:

3,5-dinitrobenzoic acid (99-34-3) → ethyl 3-amino-5-nitrobenzoate (10394-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: absolute alcohol; hydrazine hydrate

2: hydrochloric acid

With hydrogenchloride; ethanol; hydrazine hydrate;

upstream raw materials:

3-amino-5-nitro-benzoic acid

ethanol

ethyl 3,5-dinitrobenzoate

3,5-dinitrobenzoic acid

Downstream raw materials:

Aethyl-3-methansulfonamido-5-nitrobenzoat

N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

N-(3-(2-oxo-2-((2-(piperidin-1-yl)ethyl)amino)ethyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

N-(3-((2-(piperidin-1-yl)ethyl)carbamoyl)-5-((4-(3-(pyridin-3-ylmethoxy)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)phenyl)pyrrolidine-1-carboxamide

Refernces

• 1、 O'Brien, Nathan J.,Brzozowski, Martin,Wilson, David J.D.,Deady, Leslie W.,Abbott, Belinda M.. "Synthesis and biological evaluation of substituted 2-anilino-7H- pyrrolopyrimidines as PDK1 inhibitors". . p. 4947 - 4956. Retrieved 2014/07/07.
• 2、 Sharma, Upendra,Kumar, Neeraj,Verma, Praveen Kumar,Kumar, Vishal,Singh, Bikram. "Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds". supporting information; experimental part. p. 2289 - 2293. Retrieved 2012/09/10.