O-(2-nitrophenyl) N,N-dimethylcarbamothioate

Base Information

• Chemical Name: O-(2-nitrophenyl) N,N-dimethylcarbamothioate
• CAS No.: 833-20-5
• Molecular Formula: C9H10 N2 O3 S
• Molecular Weight: 226.256
• NSC Number: 171516
• DSSTox Substance ID: DTXSID00305724
• Nikkaji Number: J2.307.270J
• Wikidata: Q82052452
• Mol file: 833-20-5.mol

Synonyms:833-20-5;O-(2-nitrophenyl) N,N-dimethylcarbamothioate;NSC171516;DTXSID00305724;NSC-171516

Chemical Property of O-(2-nitrophenyl) N,N-dimethylcarbamothioate

Chemical Property:

• Vapor Pressure: 0.000401mmHg at 25°C
• Boiling Point: 316.8°C at 760 mmHg
• Flash Point: 145.4°C
• Density: 1.326g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 226.04121336
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=S)OC1=CC=CC=C1[N+](=O)[O-]

Technology Process of O-(2-nitrophenyl) N,N-dimethylcarbamothioate

There total 3 articles about O-(2-nitrophenyl) N,N-dimethylcarbamothioate 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%

N,N-Dimethylthiocarbamoyl chloride (16420-13-6) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → o-(2-nitrophenyl)-N,N-dimethylthiocarbamate (833-20-5)

Guidance literature:

2-hydroxynitrobenzene; With 1,4-diaza-bicyclo[2.2.2]octane; In 1-methyl-pyrrolidin-2-one; at 50 ℃;

N,N-Dimethylthiocarbamoyl chloride; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 2.5h;

DOI:10.1021/op700186z

Reference yield:

Oxo-phenylamino-acetyl azide → o-(2-nitrophenyl)-N,N-dimethylthiocarbamate (833-20-5)

Guidance literature:

With water; at 0 ℃; Einleiten von Chlorcyan; Behandeln des Reaktionsprodukts mit Natrium-<2-nitro-phenolat>;

Reference yield:

sodium o-nitrophenate (824-39-5) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → o-(2-nitrophenyl)-N,N-dimethylthiocarbamate (833-20-5)

Guidance literature:

In chloroform; water;

upstream raw materials:

sodium o-nitrophenate

N,N-Dimethylthiocarbamoyl chloride

2-hydroxynitrobenzene

Downstream raw materials:

o-nitrothiophenol

S-(2-nitrophenyl)-N,N-dimethylcarbamothioate

Refernces

• 1、 Moseley, Jonathan D.,Lenden, Philip,Lockwood, Mark,Ruda, Katinka,Sherlock, Jon-Paul,Thomson, Anthony D.,Gilday, John P.. "A comparison of commercial microwave reactors for scale-up within process chemistry". . p. 30 - 40. Retrieved 2012/12/31.
• 2、 Moseley, Jonathan D.,Sankey, Rosalind F.,Tang, Olivier N.,Gilday, John P.. "The Newman-Kwart rearrangement re-evaluated by microwave synthesis". . p. 4685 - 4689. Retrieved 2007/10/03.