4-Amino-4'-nitrodiphenyl sulfide

Base Information

• Chemical Name: 4-Amino-4'-nitrodiphenyl sulfide
• CAS No.: 101-59-7
• Molecular Formula: C12H10N2O2S
• Molecular Weight: 246.29
• Hs Code.: 29309090
• European Community (EC) Number: 202-957-1
• NSC Number: 23568
• UNII: XZ6Y8J91OP
• DSSTox Substance ID: DTXSID6073154
• Nikkaji Number: J49.522K
• Wikidata: Q27294067
• ChEMBL ID: CHEMBL1352998
• Mol file: 101-59-7.mol

Synonyms:101-59-7;4-Amino-4'-nitrodiphenyl sulfide;4-((4-Nitrophenyl)thio)aniline;4-(4-Nitrophenylthio)aniline;4-Aminophenyl 4-nitrophenyl sulfide;4-Amino-4'-nitrophenyl sulfide;4-(4-nitrophenyl)sulfanylaniline;Benzenamine, 4-[(4-nitrophenyl)thio]-;p-Aminophenyl p-nitrophenyl sulfide;4-Nitro-4'-aminophenyl sulfide;4-[(4-nitrophenyl)thio]aniline;SULFIDE, ANILINO (p-NITROPHENYL);4-Amino-4'-nitrodiphenyl thioether;4-(p-Nitrophenylthio)aniline;p-((p-Nitrophenyl)thio)aniline;NSC 23568;CCRIS 3894;Benzenamine, 4-((4-nitrophenyl)thio)-;EINECS 202-957-1;UNII-XZ6Y8J91OP;BRN 1882782;XZ6Y8J91OP;AI3-16817;p-[(p-Nitrophenyl)thio]aniline;4-[(4-Nitrophenyl)sulfanyl]aniline;Aniline, p-((p-nitrophenyl)thio)-;Aniline, p-[(p-nitrophenyl)thio]-;NSC-23568;4-AMINO-4/'-NITRODIPHENYL SULFIDE;4-13-00-01292 (Beilstein Handbook Reference);Aniline, p-((p-nitrophenyl)thio)- (6CI,7CI,8CI);4-Amino-4'-Nitro diphenyl sulfide;4-amino-4'-nitrodiphenylsulfide;WLN: ZR DSR DNW;4-(p-nitrophenylthio)anilin;MLS000720145;SCHEMBL1713212;CHEMBL1352998;DTXSID6073154;p-(p-Nitrophenylmercapto)aniline;4-Amino-4/'-nitrophenyl sulfide;HMS2596P24;HMS3383N14;4-Amino-4'-nitrodiphenyl sulphide;NSC23568;4-Amino-4\'-Nitrodiphenyl Sulfide;MFCD00007881;STK257438;AKOS000108620;{4-[(4-nitrophenyl)thio]phenyl}amine;4-[(4-Nitrophenyl)sulfanyl]aniline #;4-(4-Nitro-phenylsulfanyl)-phenylamine;4-Amino-4'-nitrodiphenyl sulfide, 98%;NCGC00245834-01;AC-10144;AS-14563;SMR000304674;AMINO-4'-NITROPHENYL SULPHIDE, 4-;LS-147879;BB 0245014;FT-0617514;D88505;A800411;SR-01000400164;SR-01000400164-1;W-108911;Q27294067

Chemical Property of 4-Amino-4'-nitrodiphenyl sulfide

Chemical Property:

• Melting Point: 143-145 °C(lit.)
• Refractive Index: 1.5950 (estimate)
• Boiling Point: 479.1 °C at 760 mmHg
• PKA: 2.99±0.10(Predicted)
• Flash Point: 243.5 °C
• PSA: 97.14000
• Density: 1.37 g/cm³
• LogP: 4.43260
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 246.04629874
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-4'-nitrodiphenyl Sulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)SC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Amino-4'-nitrodiphenyl sulfide

There total 28 articles about 4-Amino-4'-nitrodiphenyl sulfide 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%

p-nitrobenzene iodide (636-98-6) + 4-aminotiophenol (1193-02-8) → 4-amino-4'-nitrodiphenyl sulfide (101-59-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; potassium carbonate; In 1,2-dimethoxyethane; at 120 ℃; for 17h; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.10.014

Reference yield: 95.0%

4-chlorobenzonitrile (100-00-5) + 4-aminotiophenol (1193-02-8) → 4-amino-4'-nitrodiphenyl sulfide (101-59-7)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; toluene; at 85 ℃; for 2h;

Reference yield: 88.0%

1-[(4-nitrophenyl)sulfanyl]pyrrolidine-2,5-dione (17796-89-3) + aniline (62-53-3) → 4-amino-4'-nitrodiphenyl sulfide (101-59-7)

Guidance literature:

In acetonitrile; at 100 ℃; for 24h; Schlenk technique; Sealed tube;

DOI:10.1002/adsc.201400929

upstream raw materials:

di(p-nitrophenyl) disulfide

bis(4-nitrophenyl)sulfide

4-nitrobenzensulfenic acid anilide

4-chlorobenzonitrile

Downstream raw materials:

N-[4-(4-nitro-phenylsulfanyl)-phenyl]-succinamic acid

[4-(4-nitro-phenylsulfanyl)-phenyl]-urea

4-methyl-valeric acid-[4-(4-nitro-phenylsulfanyl)-anilide]

2-Amino-6-<(p-nitrophenyl)thio>benzthiazol

Refernces

• 1、 Thomas, Anns Maria,Sherin,Asha, Sujatha,Manojkumar,Anilkumar, Gopinathan. "Exploration of the mechanism and scope of the CuI/DABCO catalysed C–S coupling reaction". . . Retrieved 2020.
• 2、 Bhowmik, Amit,Fernandes, Rodney A.,Yadav, Mahesh. "Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides". . p. 2447 - 2458. Retrieved 2020/04/15.
• 3、 Xuan, Maojie,Lu, Chunlei,Lin, Bo-Lin. "C-S coupling with nitro group as leaving group via simple inorganic salt catalysis". supporting information. . Retrieved 2019/08/26.