Methyl 2-(2-nitrophenylthio)acetate

Base Information

• Chemical Name: Methyl 2-(2-nitrophenylthio)acetate
• CAS No.: 50693-98-6
• Molecular Formula: C9H9NO4S
• Molecular Weight: 227.241
• DSSTox Substance ID: DTXSID60879774
• Nikkaji Number: J696.252A
• Wikidata: Q82861894
• Mol file: 50693-98-6.mol

Synonyms:Methyl 2-(2-nitrophenylthio)acetate;50693-98-6;Methyl 2-(2-nitrophenyl)sulfanylacetate;methyl 2-((2-nitrophenyl)thio)acetate;Acetic acid, [(2-nitrophenyl)thio]-, methyl ester;AMY5121;DTXSID60879774;MFCD02976126;methyl2-((2-nitrophenyl)thio)acetate;AKOS002665639;AS-83568;2-Nitrophenylthio-acetic acid, methyl ester;2-(2-Nitrophenylthio)acetic acid methyl ester;D86767;F1209-0121

Chemical Property of Methyl 2-(2-nitrophenylthio)acetate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 227.02522894
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CSC1=CC=CC=C1[N+](=O)[O-]

Technology Process of Methyl 2-(2-nitrophenylthio)acetate

There total 6 articles about Methyl 2-(2-nitrophenylthio)acetate 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: 80.0%

C7H7N3O2S*ClH + acetoacetic acid methyl ester (105-45-3) → methyl 2-((2-nitrophenyl)thio)acetate (50693-98-6)

Guidance literature:

C₇H₇N₃O₂S*ClH; With C₂₀H₁₄BrCl₂NOPdS*0.5CH₂Cl₂; In water; acetonitrile; at 60 ℃; for 0.0833333h; Reflux;

acetoacetic acid methyl ester; In water; acetonitrile; at 60 ℃; regioselective reaction;

DOI:10.1039/c7dt04635a

Reference yield: 51.4%

o-nitrothiophenol (4875-10-9) + Methyl trans-3-(4-chlorophenyl)oxirane-2-carboxylate (56791-34-5,94098-24-5,99334-21-1,117083-57-5,126060-71-7) → methyl 2-((2-nitrophenyl)thio)acetate (50693-98-6) + 4-chlorobenzaldehyde (104-88-1) + (2R,3S)-3-(4-Chloro-phenyl)-2-hydroxy-3-(2-nitro-phenylsulfanyl)-propionic acid methyl ester (94098-25-6)

Guidance literature:

With sodium hydrogencarbonate; In methanol; Heating;

Reference yield: 19.2%

o-nitrothiophenol (4875-10-9) + Methyl trans-3-(4-nitrophenyl)oxirane-2-carboxylate (19202-48-3,108492-48-4,117083-58-6,139618-61-4,143004-35-7) → methyl 2-((2-nitrophenyl)thio)acetate (50693-98-6) + methyl p-nitro-α-(2-nitrophenylthio)cinnamate + 2-Hydroxy-3-(4-nitro-phenyl)-3-(2-nitro-phenylsulfanyl)-propionic acid methyl ester (94098-27-8,94098-28-9)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; Ambient temperature;

upstream raw materials:

methanol

(2-nitro-phenylsulfanyl)-acetic acid

o-nitrothiophenol

Methyl trans-3-(4-chlorophenyl)oxirane-2-carboxylate

Downstream raw materials:

7-ethoxy-2H-benzo[b][1,4]thiazin-3(4H)-one

4-hydroxy-2H-1,4-benzothiazin-3(4H)-one

2H-1,4-benzothiazin-3-one

methyl 2-(2-nitrophenylsulfonyl)acetate