Naphtho[2,1-d]thiazol-2-ylamine

Base Information

• Chemical Name: Naphtho[2,1-d]thiazol-2-ylamine
• CAS No.: 1203-55-0
• Molecular Formula: C11H8 N2 S
• Molecular Weight: 200.26
• Hs Code.: 2934999090
• European Community (EC) Number: 860-026-0
• DSSTox Substance ID: DTXSID80356956
• Nikkaji Number: J1.975.169D
• Wikidata: Q82136604
• Mol file: 1203-55-0.mol

Synonyms:Naphtho[2,1-d]thiazol-2-ylamine;1203-55-0;Naphtho[2,1-d]thiazol-2-amine;naphtho[2,1-d][1,3]thiazol-2-amine;benzo[g][1,3]benzothiazol-2-amine;2-aminobenzo[g]benzothiazole;Oprea1_044091;Oprea1_598584;SCHEMBL6483920;2-amino-naptho[2,1-d]thiazole;DTXSID80356956;LYVQRUORYRZNMM-UHFFFAOYSA-N;BBL019709;MFCD00185989;STK369463;AKOS000122152;2-aminonaphtho[2,1-d][1,3]thiazole;VS-06967;BB 0246589;EN300-02271;naphtho(2,1-d)thiazol-2-ylamine, AldrichCPR;F1386-0396;Z119990050

Chemical Property of Naphtho[2,1-d]thiazol-2-ylamine

Chemical Property:

• Vapor Pressure: 3.63E-07mmHg at 25°C
• Refractive Index: 1.83
• Boiling Point: 417.1°Cat760mmHg
• Flash Point: 206.1°C
• PSA: 67.15000
• Density: 1.403g/cm³
• LogP: 3.61290
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 200.04081944
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

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

Naphtho[2,1-d][1,3]thiazol-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2SC(=N3)N
• Uses: Naphtho[2,1-d][1,3]thiazol-2-amine is used in preparation of Heteroaryl compounds useful for producing OLEDs.

Technology Process of Naphtho[2,1-d]thiazol-2-ylamine

There total 19 articles about Naphtho[2,1-d]thiazol-2-ylamine 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%

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) + thiourea (17356-08-0) → naphtho[2,1-d]thiazol-2-amine (1203-55-0)

Guidance literature:

With iodine; oxygen; toluene-4-sulfonic acid; In dimethyl sulfoxide; at 75 ℃; for 24h; under 760.051 Torr;

DOI:10.1021/ol400773k

Reference yield: 83.0%

ammonium thiocyanate (1147550-11-5) + naphthalen-2-ylamine (91-59-8) → naphtho[2,1-d]thiazol-2-amine (1203-55-0)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; In acetonitrile; at 20 ℃; for 10h; Irradiation;

DOI:10.1016/j.tetlet.2020.151700

Reference yield: 33.0%

naphthalen-2-ylamine (91-59-8) + 1-methyl-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanate (521980-39-2) → naphtho[2,1-d]thiazol-2-amine (1203-55-0) + 2-Amino-1-thiocyanatonaphthalene (2476-69-9)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1002/jhet.5570400501

upstream raw materials:

2-chloronaphtho<2,1-d>thiazole

2-Amino-1-thiocyanatonaphthalene

potassium thioacyanate

naphthalen-2-ylamine

Downstream raw materials:

1-naphtho[2,1-d]thiazol-2-yl-3-phenyl-urea

2-aminonaphthalene-1-thiol

8-(2-methoxy-benzylidene)-imidazo[2,1-b]naphtho[2,1-d]thiazol-9-one

8-(4-isopropyl-benzylidene)-naphtho[2,1-d]imidazo[2,1-b]thiazol-9-one

Refernces

• 1、 Meguellati, Kamel,Spichty, Martin,Ladame, Sylvain. "Synthesis, spectroscopic and DNA alkylating properties of malondialdehyde (MDA) bis-imine fluorescent adducts". . p. 1694 - 1699. Retrieved 2010.
• 2、 Dhar S. Yadav, Lal,Krishna Pal Singh, Rana,Singh, Manjula. "Visible-light photoredox catalytic approach for the direct synthesis of 2-aminobenzothiazoles from anilines". . . Retrieved 2020/02/13.