4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline

Base Information

• Chemical Name: 4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline
• CAS No.: 10205-56-8
• Molecular Formula: C15H14 N2 S
• Molecular Weight: 254.356
• Hs Code.: 2934999090
• NSC Number: 33165
• DSSTox Substance ID: DTXSID00144559
• Nikkaji Number: J902.430A
• Wikidata: Q83008810
• Pharos Ligand ID: A84NS1VBDFWC
• ChEMBL ID: CHEMBL92816
• Mol file: 10205-56-8.mol

Synonyms:10205-56-8;4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline;Luciferase-IN-1;4-(Benzo[d]thiazol-2-yl)-N,N-dimethylaniline;2-(4'-Dimethylaminophenyl)benzothiazole;Benzenamine, 4-(2-benzothiazolyl)-N,N-dimethyl-;(4-Benzothiazol-2-yl-phenyl)-dimethyl-amine;Benzothiazole, 2-(p-(dimethylamino)phenyl)-;BRN 0185488;CHEMBL92816;C15H14N2S;2-(4-dimethylaminophenyl)benzothiazole;4-27-00-05046 (Beilstein Handbook Reference);NSC33165;SCHEMBL61917;DTXSID00144559;HMS1676O04;ARK103261;BDBM50129791;MFCD00937700;NSC 33165;NSC-33165;STK510705;AKOS000284953;2-(p-Dimethylaminophenyl)-benzothiazol;4-(2-Benzothiazolyl)-NN-dimethylaniline;NCGC00165326-01;2-[4-(Dimethylamino)phenyl]benzothiazole;LS-40741;HY-136706;CS-0133400;EN300-50100;10.14272/HYKGLCSXVAAXNC-UHFFFAOYSA-N.1;4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline #;doi:10.14272/HYKGLCSXVAAXNC-UHFFFAOYSA-N.1;Z56762540

Chemical Property of 4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline

Chemical Property:

• Vapor Pressure: 4.58E-07mmHg at 25°C
• Boiling Point: 414.1°Cat760mmHg
• Flash Point: 204.2°C
• PSA: 44.37000
• Density: 1.213g/cm³
• LogP: 4.02930
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.08776963
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

4-(1,3-Benzothiazol-2-yl)-n,n-dimethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2=NC3=CC=CC=C3S2

Technology Process of 4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline

There total 38 articles about 4-(1,3-Benzothiazol-2-yl)-N,N-dimethylaniline 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%

2-amino-benzenethiol (137-07-5) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-(4-N,N-dimethylaminophenyl)benzothiazole (10205-56-8)

Guidance literature:

With ferric hydrogen sulphate; In ethanol; for 0.333333h; chemoselective reaction; Reflux;

DOI:10.5012/bkcs.2012.33.2.515

Reference yield: 95.0%

1,3-Benzothiazole (95-16-9) + C10H16N2O3S (1201594-38-8) → 2-(4-N,N-dimethylaminophenyl)benzothiazole (10205-56-8)

Guidance literature:

With nickel(II) bromide dimethoxyethane; 1,10-Phenanthroline; lithium tert-butoxide; In 1,4-dioxane; at 120 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1515/hc-2020-0001

Reference yield: 94.0%

5-(4-dimethylaminobenzylidene)barbituric acid (1753-47-5) + 2-amino-benzenethiol (137-07-5) → 2-(4-N,N-dimethylaminophenyl)benzothiazole (10205-56-8)

Guidance literature:

In ethanol; for 5h; Reflux;

DOI:10.2174/1570178614666171129162905

upstream raw materials:

4-(dimethylamino)phenyl (piperidin-1-yl)methanethione

2-amino-benzenethiol

4-dimethylamino-benzaldehyde

2-Aminophenyl disulfide

Downstream raw materials:

2-(4-dimethylamino-phenyl)-3-ethyl-benzothiazolium; iodide

2-{4-(dimethylamino)phenyl}-3-methylbenzothiazolium iodide

2-[2’-methyl,4’-(dimethylamino)phenyl]benzothiazole

Refernces

• 1、 Srivastava, Anvita,Singh, Prabhat K.,Kumbhakar, Manoj,Mukherjee, Tulsi,Chattopadyay, Subrata,Pal, Haridas,Nath, Sukhendu. "Identifying the bond responsible for the fluorescence modulation in an amyloid fibril sensor". . p. 9257 - 9263. Retrieved 2010.
• 2、 Kumar, Atul,Sharma, Siddharth,Maurya, Ram Awatar. "Bienzymatic synthesis of benzothia/(oxa)zoles in aqueous medium". . p. 6224 - 6226. Retrieved 2010.
• 3、 Yang, Xiaoliang,Xu, Yali,Chen, Jiuxi,Ding, Jinchang,Wu, Huayue,Su, Weike. "Sodium dithionite-promoted synthesis of 2-arylbenzothiazoles by reaction of 2,2′-disulfanediyldianiline with aldehydes in water". . p. 682 - 685. Retrieved 2009.
• 4、 Kaur, Gurpreet,Moudgil, Radha,Shamim, Mussarat,Gupta, Vivek Kumar,Banerjee, Bubun. "Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at room temperature". . p. 1100 - 1120. Retrieved 2021.
• 5、 Chen, Guo Feng,Xiao, Nan,Yang, Jing Sen,Li, Hong Yang,Chen, Bao Hua,Han, Li Fen. "A simple and eco-friendly process catalyzed by montmorillonite K-10, with air as oxidant, for synthesis of 2-substituted benzothiazoles". . p. 5159 - 5166. Retrieved 2015.
• 6、 Veisi, Hojat,Ghorbani-Vaghei, Ramin,Faraji, Alireza,Ozturk, Turan. "Application of N,N′-diiodo-N,N′-1,2-ethandiylbis(p-toluene sulfonamide) as a new reagent for synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles under solvent-free conditions". . p. 2249 - 2254. Retrieved 2010.
• 7、 Gorjizadeh,Sayyahi. "Solid Acid Supported on Magnetic Nanoparticles as a Highly Efficient and Retrievable Catalyst for the Synthesis 2-Substituted Benzothiazoles". . p. 1899 - 1903. Retrieved 2018.
• 8、 Pirbasti, Fateme Ghanbari,Mahmoodi, Nosrat Ollah. "Green and Highly Efficient Synthesis of Mono- and Bis-Benzothiazoles in the Presence of Fe(SD)3 under Ultrasound Irradiation". . p. 80 - 86. Retrieved 2017.
• 9、 Meghdadi, Soraia,Amirnasr, Mehdi,Ford, Peter C.. "A robust one-pot synthesis of benzothiazoles from carboxylic acids including examples with hydroxyl and amino substituents". . p. 6950 - 6953. Retrieved 2012.
• 10、 Yang, Xiao-Liang,Xu, Chun-Mei,Lin, Shao-Miao,Chen, Jiu-Xi,Ding, Jin-Chang,Wu, Hua-Yue,Sua, Wei-Ke. "Eco-friendly synthesis of 2-substituted benzothiazoles catalyzed by cetyltrimethyl ammonium bromide (CTAB) in water". . p. 37 - 42. Retrieved 2010.