6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)-

Base Information

• Chemical Name: 6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)-
• CAS No.: 65644-51-1
• Molecular Formula: C14H8N2O4S
• Molecular Weight: 300.295
• DSSTox Substance ID: DTXSID50400834
• Wikidata: Q82203869
• Mol file: 65644-51-1.mol

Synonyms:6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)-;2-(4-nitrophenyl)-1,3-benzothiazole-6-carboxylic acid;65644-51-1;SCHEMBL2633250;DTXSID50400834;AKOS000296453;SR-01000115491;SR-01000115491-1

Chemical Property of 6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.02047791
• Heavy Atom Count: 21
• Complexity: 420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC3=C(S2)C=C(C=C3)C(=O)O)[N+](=O)[O-]

Technology Process of 6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)-

There total 5 articles about 6-Benzothiazolecarboxylic acid, 2-(4-nitrophenyl)- 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: 90.0%

4-amino-3-mercaptobenzoic acid (14543-45-4) + 4-nitrobenzaldehdye (555-16-8) → 2-(4-nitrophenyl)-1,3-benzothiazole-6-carboxylic acid (65644-51-1)

Guidance literature:

With oxygen; In ethanol;

Reference yield:

2-amino-6-cyanobenzthiazole (19759-66-1) → 2-(4-nitrophenyl)-1,3-benzothiazole-6-carboxylic acid (65644-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / aq. NaOH / 72 h / Heating

2: 55 percent / nitrobenzene / 6 h / Heating

With sodium hydroxide; In nitrobenzene;

Reference yield:

4-Aminobenzonitrile (873-74-5) → 2-(4-nitrophenyl)-1,3-benzothiazole-6-carboxylic acid (65644-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / Br₂; AcOH / 3 h / 20 °C

2: 76 percent / aq. NaOH / 72 h / Heating

3: 55 percent / nitrobenzene / 6 h / Heating

With sodium hydroxide; bromine; acetic acid; In nitrobenzene;

upstream raw materials:

4-amino-3-mercaptobenzoic acid

4-nitrobenzaldehdye

2-amino-6-cyanobenzthiazole

4-Aminobenzonitrile

Downstream raw materials:

2-(4-nitrophenyl)benzothiazole-6-carbonyl chloride

2-(4-aminophenyl)benzo[d]thiazole-6-carboxylic acid

4-(6-methyl-[2,6';2',6'']terbenzothiazol-2''-yl)-aniline

6-methyl-2'-(4-nitro-phenyl)-[2,6']bibenzothiazolyl

Refernces

• 1、 Rtishchev, N. I.,Kvitko, I. Ya.,Nagorskaya, L. P.,El'tsov, A. V.. "ADSORPTION AND LUMINESCENCE IN THE SERIES OF 2-PHENYLBENZOTHIAZOLE AND RELATED COMPOUNDS". . p. 303 - 309. Retrieved 2007/10/02.