2-[(2-Nitrophenyl)thio]ethanohydrazide

Base Information

• Chemical Name: 2-[(2-Nitrophenyl)thio]ethanohydrazide
• CAS No.: 4871-40-3
• Molecular Formula: C₈H₉N₃O₃S
• Molecular Weight: 227.244
• DSSTox Substance ID: DTXSID80384537
• Nikkaji Number: J3.234.251E
• Wikidata: Q82176749
• ChEMBL ID: CHEMBL3727969
• Mol file: 4871-40-3.mol

Synonyms:4871-40-3;2-[(2-nitrophenyl)thio]ethanohydrazide;MAC13772;2-(2-nitrophenyl)sulfanylacetohydrazide;2-((2-Nitrophenyl)thio)acetohydrazide;2-[(2-nitrophenyl)sulfanyl]acetohydrazide;2-(2-Nitrophenylthio)acetohydrazide;2-((2-Nitrophenyl)thio)ethanohydrazide;Maybridge1_003460;2-[(2-Nitrophenyl)thio]acetic Acid Hydrazide;CHEMBL3727969;SCHEMBL11863767;HMS551F06;DTXSID80384537;CCG-55751;MAC-13772;MFCD00277062;STL490572;AKOS002665606;AKOS040733660;AS-82027;HY-116872;CS-0066719;EN300-256446;SR-01000644760-1;F2158-2214

Chemical Property of 2-[(2-Nitrophenyl)thio]ethanohydrazide

Chemical Property:

• Vapor Pressure: 1.12E-08mmHg at 25°C
• Boiling Point: 461°C at 760 mmHg
• Flash Point: 232.6°C
• PSA: 126.24000
• Density: 1.44g/cm³
• LogP: 2.29120
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 227.03646233
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

2-[(2-Nitrophenyl)thio]aceticAcidHydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])SCC(=O)NN
• Uses: 2-[(2-Nitrophenyl)thio]acetic Acid Hydrazide, has been discovered to block a step in biotin biosynthesis in bacteria, using nutrient-restricted bacteria, and thus could be valuable additions to antibiotics, and for drug discovery. It can also be used for the preparation of some pharmaceutical compounds, including triazine derivatives, acting as inhibitors. It is also used for the synthesis of o-nitrophenylsulfonyldiazomethane.

Technology Process of 2-[(2-Nitrophenyl)thio]ethanohydrazide

There total 2 articles about 2-[(2-Nitrophenyl)thio]ethanohydrazide 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:

methyl 2-((2-nitrophenyl)thio)acetate (50693-98-6) → 2-(2-nitrophenylthio)acetohydrazide (4871-40-3)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal;

DOI:10.1139/v65-449

Reference yield:

2-oxo-1-ethoxycarbonylpropyl 2-nitrophenyl sulfide (22956-94-1) → 2-(2-nitrophenylthio)acetohydrazide (4871-40-3)

Guidance literature:

With hydrazine hydrate; In acetonitrile;

DOI:10.1139/v66-316

Reference yield:

ethanol (64-17-5) + 2-(2-nitrophenylthio)acetohydrazide (4871-40-3) → Ethyl-o-nitrophenylthiomethylcarbamat

Guidance literature:

Multistep reaction; (i) aq. HCl, AcOH, NaNO₂, (ii) /BRN= 1718733/;

DOI:10.1021/jo00917a031

upstream raw materials:

methyl 2-((2-nitrophenyl)thio)acetate

2-oxo-1-ethoxycarbonylpropyl 2-nitrophenyl sulfide