Naphtho[2,1-d]thiazole

Base Information

• Chemical Name: Naphtho[2,1-d]thiazole
• CAS No.: 234-47-9
• Molecular Formula: C11H7 N S
• Molecular Weight: 185.24498
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40498341
• Nikkaji Number: J2.034.031B
• Wikidata: Q82348338
• Mol file: 234-47-9.mol

Synonyms:Naphtho[2,1-d]thiazole;234-47-9;SCHEMBL2852558;DTXSID40498341;AKOS002271494;NAPHTHO[2,1-D][1,3]THIAZOLE

Chemical Property of Naphtho[2,1-d]thiazole

Chemical Property:

• Melting Point: 65 °C
• Boiling Point: 347.0±11.0 °C(Predicted)
• PKA: 0.85±0.30(Predicted)
• PSA: 41.13000
• Density: 1.319±0.06 g/cm3(Predicted)
• LogP: 3.44950
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 185.02992040
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

NAPHTHO[2,1-D]THIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2SC=N3

Technology Process of Naphtho[2,1-d]thiazole

There total 10 articles about Naphtho[2,1-d]thiazole 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: 95.0%

2-Amino-1-iodonaphthalene (90016-93-6) + dimethyl sulfoxide (67-68-5,8070-53-9) → naphtho[2,1-d][1,3]thiazole (234-47-9)

Guidance literature:

With copper(l) iodide; potassium sulfide; ammonium acetate; water; at 140 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c00994

Reference yield: 92.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + naphthalen-2-ylamine (91-59-8) → naphtho[2,1-d][1,3]thiazole (234-47-9)

Guidance literature:

With potassium sulfide; ammonium acetate; water; at 140 ℃; for 10h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c00994

Reference yield:

2-Amino-1-thiocyanatonaphthalene (2476-69-9) → naphtho[2,1-d][1,3]thiazole (234-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. sodium sulfide / ethanol / 0.67 h / 85 °C

2: 5.4 g / H₂SO₄ / 0.33 h / 170 °C

With sodium sulfide; sulfuric acid; In ethanol;

DOI:10.1021/jm0303857

upstream raw materials:

2-phenylazo-naphthalene-1-sulfenyl bromide

2-p-tolylazo-naphthalene-1-sulfenyl bromide

formic acid

naphthalen-2-ylamine

Refernces

• 1、 Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming. "K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles". supporting information. p. 3789 - 3793. Retrieved 2020/06/04.
• 2、 -. "Method for synthesizing benzothiazole compound by taking halogen-free aromatic amine as substrate". Paragraph 0024-0026. . Retrieved 2020/11/09.