5-Amino-2-methylbenzothiazole

Base Information

• Chemical Name: 5-Amino-2-methylbenzothiazole
• CAS No.: 13382-43-9
• Deprecated CAS: 1261351-78-3
• Molecular Formula: C8H8N2S
• Molecular Weight: 164.231
• Hs Code.: 29342080
• European Community (EC) Number: 678-795-4
• DSSTox Substance ID: DTXSID0065430
• Nikkaji Number: J150.932B
• Wikidata: Q72487930
• ChEMBL ID: CHEMBL4793104
• Mol file: 13382-43-9.mol

Synonyms:13382-43-9;2-Methylbenzo[d]thiazol-5-amine;5-Amino-2-methylbenzothiazole;2-Methyl-1,3-benzothiazol-5-amine;5-Benzothiazolamine, 2-methyl-;2-methyl-5-benzothiazolamine;MFCD00226291;2-methyl-5-aminobenzothiazole;2-methylbenzothiazole-5-ylamine;Cambridge id 5107842;2-methylbenzothiazol-5-amine;SCHEMBL297202;5-Benzothiazolamine,2-methyl-;AMY335;CHEMBL4793104;DTXSID0065430;2-Methyl-benzothiazol-5-ylamine;STK792946;AKOS000813665;CS-W017900;PB48729;2-Methyl-1,3-benzothiazol-5-amine #;AS-38727;5-amino-2-methylbenzothiazole, AldrichCPR;Benzo[c]1,2,5-thiadiazole, 5,6-dimethyl-;FT-0636883;EN300-117604;A806683;F3284-7443

Chemical Property of 5-Amino-2-methylbenzothiazole

Chemical Property:

• Vapor Pressure: 0.000237mmHg at 25°C
• Melting Point: 215℃
• Refractive Index: 1.726
• Boiling Point: 325 °C at 760 mmHg
• PKA: 3.10±0.10(Predicted)
• Flash Point: 150.4 °C
• PSA: 67.15000
• Density: 1.315g/cm³
• LogP: 2.76810
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.04081944
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

2-Methylbenzo[d]thiazol-5-amine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22-36
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=CC(=C2)N
• Uses: 5-Amino-2-methylbenzothiazole is used as pharmaceutical intermediates.

Technology Process of 5-Amino-2-methylbenzothiazole

There total 11 articles about 5-Amino-2-methylbenzothiazole 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: 98.0%

2-methyl-5-nitrobenzothiazole (2941-66-4) → 2-methyl-5-aminobenzothiazole (13382-43-9)

Guidance literature:

With ammonium chloride; iron; In methanol; water; for 2h; Reflux;

Reference yield: 95.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) → 2-methyl-5-aminobenzothiazole (13382-43-9)

Guidance literature:

With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C₅₀H₇₀NO₄PPdS; C₅₀H₇₀NO₄PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol401612c

Reference yield: 89.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) → 2-methyl-5-aminobenzothiazole (13382-43-9) + C16H13N3S2

Guidance literature:

With C₄₆H₇₁Cl₃N₂Pd; ammonia; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.6b00830

upstream raw materials:

N-(2-methyl-1,3-benzothiazol-5-yl)acetamide

2-methyl-5-nitrobenzothiazole

4-Nitrophenyl chloroformate

N-(2-bromo-5-nitrophenyl)acetamide

Downstream raw materials:

2-methyl-5-(4t-phenyl-buta-1,3-dien-t-yl)-benzothiazole

N-(2-methyl-1,3-benzothiazol-5-yl)acetamide

2-Methylthiazolochinolin

dimethyl-(2-methyl-benzothiazol-5-yl)-amine

Refernces

• 1、 -. "COMPOUNDS FOR TREATMENT OF TRYPANOSOMES AND NEUROLOGICAL PATHOGENS AND USES THEREOF". Paragraph 0209; 0217. . Retrieved 2017/09/24.
• 2、 Ne?edová, Mária,Magdolen, Peter,Novakova, Veronika,Cigáň, Marek,Vl?ková, Silvia,Zahradník, Pavol,Fül?pová, Andrea. "Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole-Annelated Phthalocyanines". . p. 7053 - 7068. Retrieved 2015/11/16.