Ethyl 3-hydroxy-4-nitrobenzoate

Base Information

• Chemical Name: Ethyl 3-hydroxy-4-nitrobenzoate
• CAS No.: 717-01-1
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID20509782
• Nikkaji Number: J1.276.246A
• Wikidata: Q82367641
• Mol file: 717-01-1.mol

Synonyms:Ethyl 3-hydroxy-4-nitrobenzoate;717-01-1;3-HYDROXY-4-NITRO-BENZOIC ACID ETHYL ESTER;MFCD06204637;3-hydroxy-4-nitrobenzoic acid ethyl ester;SCHEMBL460048;Ethyl3-hydroxy-4-nitrobenzoate;DTXSID20509782;VDARTPBFQUTSTO-UHFFFAOYSA-N;AKOS016003336;AKOS037629439;AS-8435;3- hydroxy-4-nitrobenzoic acid ethyl ester;CS-0094665;FT-0764438

Chemical Property of Ethyl 3-hydroxy-4-nitrobenzoate

Chemical Property:

• Melting Point: 84 °C
• Boiling Point: 355.8±27.0 °C(Predicted)
• PKA: 6.11±0.13(Predicted)
• PSA: 92.35000
• Density: 1.370±0.06 g/cm3(Predicted)
• LogP: 2.00030
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.04807239
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

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

Ethyl3-Hydroxy-4-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1)[N+](=O)[O-])O
• Uses: Ethyl 3-Hydroxy-4-nitrobenzoate is a reagent that is used in the synthesis of 2H-1,4-benzoxazin-3(4H)-ones via reductive cyclization of 2-(2-nitrophenoxy)acetonitrile adducts in the presence of Fe/acetic acid.

Technology Process of Ethyl 3-hydroxy-4-nitrobenzoate

There total 1 articles about Ethyl 3-hydroxy-4-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: 96.0%

ethanol (64-17-5) + 3-hydroxy-4-nitro-benzoic acid (619-14-7) → ethyl 3-hydroxy-4-nitro-benzoate (717-01-1)

Guidance literature:

With sulfuric acid; for 2h; Heating;

DOI:10.1021/jm048984g

Reference yield: 100.0%

ethyl 3-hydroxy-4-nitro-benzoate (717-01-1) → ethyl 4-amino-3-hydroxybenzoate (87081-52-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1021/jm048984g

Reference yield: 85.0%

trifluoromethane sulfonyl chloride (421-83-0) + ethyl 3-hydroxy-4-nitro-benzoate (717-01-1) → 5-carbethoxy-2-nitro-phenyl triflate (86400-58-0)

Guidance literature:

With triethylamine; In acetone; at 25 ℃; for 15h;

upstream raw materials:

ethanol

3-hydroxy-4-nitro-benzoic acid

Downstream raw materials:

ethyl 4-amino-3-hydroxybenzoate

5-carbethoxy-2-nitro-phenyl triflate

ethyl 2-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-carboxylate

ethyl 4-[(2,2-dichloroacetyl)amino]-3-hydroxybanzoate

Refernces

• 1、 -. "BENZOIC ACID COMPOUNDS FOR REDUCING URIC ACID". Paragraph 0270; 0271. . Retrieved 2017/04/11.
• 2、 Katagiri, Kosuke,Ikeda, Takashi,Muranaka, Atsuya,Uchiyama, Masanobu,Tominaga, Masahide,Azumaya, Isao. "Synthesis and chiral discrimination of cyclic aromatic amides and the determination of their absolute configuration by TD-DFT calculations". scheme or table. p. 2646 - 2650. Retrieved 2010/03/25.