N-Benzothiazol-2-yl-4-methoxy-benzamide

Base Information

• Chemical Name: N-Benzothiazol-2-yl-4-methoxy-benzamide
• CAS No.: 35353-19-6
• Molecular Formula: C15H12N2O2S
• Molecular Weight: 284.338
• Hs Code.: 2934200090
• European Community (EC) Number: 645-015-9
• DSSTox Substance ID: DTXSID50350229
• Nikkaji Number: J2.549.673F
• Wikidata: Q82126061
• ChEMBL ID: CHEMBL1529450
• Mol file: 35353-19-6.mol

Synonyms:N-Benzothiazol-2-yl-4-methoxy-benzamide;N-(1,3-benzothiazol-2-yl)-4-methoxybenzamide;35353-19-6;CHEMBL1529450;n-(benzo[d]thiazol-2-yl)-4-methoxybenzamide;Oprea1_138452;Oprea1_239231;MLS001210925;SCHEMBL4910026;DTXSID50350229;HMS2826O03;BDBM50544480;STK083798;AKOS000487770;SMR000515721;N-(Benzothiazole-2-yl)-4-methoxybenzamide;EU-0034391;SR-01000396358;SR-01000396358-1

Chemical Property of N-Benzothiazol-2-yl-4-methoxy-benzamide

Chemical Property:

• PSA: 79.46000
• LogP: 3.63020
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 284.06194880
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

N-(1,3-BENZOTHIAZOL-2-YL)-4-METHOXYBENZAMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NC2=NC3=CC=CC=C3S2

Technology Process of N-Benzothiazol-2-yl-4-methoxy-benzamide

There total 13 articles about N-Benzothiazol-2-yl-4-methoxy-benzamide 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%

N-(4-methoxybenzylidene)benzothiazol-2-amine (54079-72-0) → N-(4-methoxybenzoyl)-2-aminobenzo[d]thiazole (35353-19-6)

Guidance literature:

With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; magnesium sulfate; potassium carbonate; lithium chloride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.7b01195

Reference yield: 90.0%

C15H13BrN2O2S (651707-04-9) → N-(4-methoxybenzoyl)-2-aminobenzo[d]thiazole (35353-19-6)

Guidance literature:

With caesium carbonate; copper(l) iodide; In dimethyl sulfoxide; at 70 ℃; for 10h;

DOI:10.1016/j.tetlet.2007.11.100

Reference yield: 88.0%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + 4-methoxy-benzaldehyde (123-11-5) → N-(4-methoxybenzoyl)-2-aminobenzo[d]thiazole (35353-19-6)

Guidance literature:

With 2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; caesium carbonate; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1039/c6cc08640c

upstream raw materials:

2-amino-benzthiazole

4-methoxy-benzoyl chloride

N-(bis-(methylsulfanyl)methylene)-4-methoxybenzamide

2-amino-benzenethiol

Downstream raw materials:

2-[5-(4-Methoxy-phenyl)-tetrazol-1-yl]-benzothiazole

Refernces

• 1、 Hosten, Eric C.,Lobb, Kevin,Odame, Felix,Tshentu, Zenixole R.,Woodcock, Guillaume. "A novel gold(I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation". . . Retrieved 2020/07/08.
• 2、 Castanheiro, Thomas,Suffert, Jean,Donnard, Morgan,Gulea, Mihaela. "Synthesis of sulfur heterocycles via domino metal-mediated reactions". . p. 162 - 165. Retrieved 2017/01/22.