2-Amino-5-nitrobenzenethiol

Base Information

• Chemical Name: 2-Amino-5-nitrobenzenethiol
• CAS No.: 23451-98-1
• Molecular Formula: C6H6N2O2S
• Molecular Weight: 170.192
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID30450796
• Nikkaji Number: J88.164C
• Wikidata: Q82270616
• Mol file: 23451-98-1.mol

Synonyms:2-Amino-5-nitrobenzenethiol;23451-98-1;Benzenethiol, 2-amino-5-nitro-;2-amino-5-nitrobenzene-1-thiol;2-amino-5-nitro-benzenethiol;2-mercapto-4-nitroaniline;2-amino-5-nitro-thiophenol;SCHEMBL392484;AMY4941;DTXSID30450796;UJDSRXSZJCJVCS-UHFFFAOYSA-N;YAA45198;MFCD17014610;AKOS025401918;AC-27165;AS-54525;CS-0060330;S11317

Chemical Property of 2-Amino-5-nitrobenzenethiol

Chemical Property:

• Melting Point: 89-90 °C
• Boiling Point: 362.6±27.0 °C(Predicted)
• PKA: 6.80±0.26(Predicted)
• PSA: 110.64000
• Density: 1.465±0.06 g/cm3(Predicted)
• LogP: 2.57010
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 170.01499861
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

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

2-Amino-5-nitrobenzenethiol 97% ^*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-])S)N

Technology Process of 2-Amino-5-nitrobenzenethiol

There total 11 articles about 2-Amino-5-nitrobenzenethiol 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: 98.0%

6-nitrobenzo[d]thiazole (2942-06-5) → 2-amino-5-nitrobenzenethiol (23451-98-1)

Guidance literature:

6-nitrobenzo[d]thiazole; With hydrazine hydrate; In ethanol; at 20 ℃;

With hydrogenchloride; In ethanol; water; Product distribution / selectivity;

Reference yield: 63.0%

2-amino-6-nitrobenzothiazole (6285-57-0) → 2-amino-5-nitrobenzenethiol (23451-98-1)

Guidance literature:

With potassium hydroxide; In water; ethylene glycol; at 140 ℃; for 24h;

DOI:10.1002/ejoc.201100818

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 2-amino-5-nitrobenzenethiol (23451-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine; acetic acid / 0.5 h / 10 °C

1.2: 19 h / 10 °C

2.1: potassium hydroxide / water; ethylene glycol / 24 h / 140 °C

With bromine; acetic acid; potassium hydroxide; In water; ethylene glycol;

DOI:10.1002/ejoc.201100818

upstream raw materials:

2-methoxy-6-nitrobenzo[d]thiazole

6-nitrobenzo[d]thiazole

2-methyl-6-nitrobenzothiazole

2-amino-6-nitrobenzothiazole

Downstream raw materials:

6-nitro-2-(3-nitrophenyl)benzothiazole

1,3-benzothiazol-6-amine

6-nitrobenzo[d]thiazole

2-methyl-6-nitrobenzothiazole

Refernces

• 1、 Massing, Justin O.,Planalp, Roy P.. "Efficient synthesis of a new bifunctional Cu(I) chelator". . p. 4434 - 4437. Retrieved 2015.
• 2、 Racané, Livio,Pti?ek, Lucija,Fajdeti?, Glorija,Trali?-Kulenovi?, Vesna,Klobu?ar, Marko,Kraljevi? Paveli?, Sandra,Peri?, Mihaela,Paljetak, Hana ?ip?i?,Verbanac, Donatella,Star?evi?, Kristina. "Green synthesis and biological evaluation of 6-substituted-2-(2-hydroxy/methoxy phenyl)benzothiazole derivatives as potential antioxidant, antibacterial and antitumor agents". . . Retrieved 2019/12/30.