2-Amino-5,6-dimethylbenzothiazole

Base Information

• Chemical Name: 2-Amino-5,6-dimethylbenzothiazole
• CAS No.: 29927-08-0
• Molecular Formula: C9H10 N2 S
• Molecular Weight: 178.258
• Hs Code.: 2934200090
• European Community (EC) Number: 249-960-4
• NSC Number: 140729
• UNII: 6YBU8Z59YS
• DSSTox Substance ID: DTXSID0024478
• Nikkaji Number: J124.127C
• Wikidata: Q27265719
• ChEMBL ID: CHEMBL1499536
• Mol file: 29927-08-0.mol

Synonyms:29927-08-0;2-AMINO-5,6-DIMETHYLBENZOTHIAZOLE;5,6-Dimethylbenzo[d]thiazol-2-amine;5,6-Dimethyl-1,3-benzothiazol-2-amine;5,6-dimethyl-2-benzothiazolamine;2-Amino-5,6-dimethyl-1,3-benzothiazol;2-Benzothiazolamine, 5,6-dimethyl-;5,6-Dimethyl-2-aminobenzothiazole;5,6-Dimethylbenzothiazol-2-ylamine;EINECS 249-960-4;MFCD00005790;UNII-6YBU8Z59YS;6YBU8Z59YS;DTXSID0024478;NSC-140729;Benzothiazole, 2-amino-5,6-dimethyl-;SMR000137575;2-Benzothiazolamine,5,6-dimethyl-;NSC140729;Cambridge id 5107833;Oprea1_762895;MLS000532636;MLS002302985;BIDD:GT0480;DTXCID504478;SCHEMBL1143314;CHEMBL1499536;AMY2963;HMS2183C10;Tox21_201079;5,6-Dimethyl-benzothiazol-2-ylamine;STK398094;AKOS000111672;DS-5222;LS-1146;NSC 140729;NCGC00091571-01;NCGC00091571-02;NCGC00091571-03;NCGC00258632-01;2-Amino-5,6-dimethylbenzothiazole, 97%;SY051667;5,6-Dimethyl-1,3-benzothiazol-2-amine #;CAS-29927-08-0;AMINO-5,6-DIMETHYLBENZOTHIAZOLE, 2-;BB 0246271;CS-0152898;FT-0611142;5,6-dimethyl-1,3-benzothiazol-2(3H)-imine;EN300-134681;A820113;J-017699;Q27265719;Z56772511

Chemical Property of 2-Amino-5,6-dimethylbenzothiazole

Chemical Property:

• Appearance/Colour: white to yellow or beige crystalline powder
• Vapor Pressure: 7.68E-05mmHg at 25°C
• Melting Point: 185-189oC(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 342.1°C at 760 mmHg
• PKA: 4.79±0.10(Predicted)
• Flash Point: 160.7°C
• PSA: 67.15000
• Density: 1.263g/cm³
• LogP: 3.07650
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.05646950
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

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

2-Amino-5,6-dimethylbenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)SC(=N2)N
• Uses: 2-Amino-5,6-dimethylbenzothiazole can be used as anti-inflammatory and neuroprotective properties.

Technology Process of 2-Amino-5,6-dimethylbenzothiazole

There total 5 articles about 2-Amino-5,6-dimethylbenzothiazole 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:

potassium thioacyanate (333-20-0) + 4-amino-o-xylene (95-64-7) → 2-amino-5,6-dimethylbenzothiazole (29927-08-0)

Guidance literature:

With bromine; acetic acid; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.8b01996 DOI:10.1021/acs.jmedchem.8b01996

Reference yield:

N-(3,4-dimethylphenyl)thiourea (16738-18-4) → 2-amino-5,6-dimethylbenzothiazole (29927-08-0) + 6,7-dimethyl-benzothiazol-2-ylamine (854057-72-0)

Guidance literature:

With chloroform; bromine;

Reference yield:

N-(3,4-dimethylphenyl)thiourea (16738-18-4) → 2-amino-5,6-dimethylbenzothiazole (29927-08-0)

Guidance literature:

With ammonium hydroxide; bromine; acetic acid; Yield given. Multistep reaction; 1.) room temp. 2.) room temp.;

DOI:10.1248/cpb.39.2888

upstream raw materials:

N-(3,4-dimethylphenyl)thiourea

3,4-dimethylaniline hydrochloride

4-amino-o-xylene

potassium thioacyanate

Downstream raw materials:

ethyl-6,7-dimethylimidazo<2,1-b>benzothiazole-2-acetate

3-ethyl-5,6-dimethyl-3H-benzothiazol-2-ylideneamine

2-Chloracetylamino-5,6-dimethylbenzothiazol

2-chloro-5,6-dimethyl-1,3-benzothiazole

Refernces

• 1、 Chen, Ge,Niu, Chunyi,Yi, Jianhua,Sun, Lin,Cao, Hengyi,Fang, Yanjia,Jin, Taijie,Li, Ying,Lou, Chunli,Kang, Jingwu,Wei, Wanguo,Zhu, Jidong. "Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers". . p. 3107 - 3121. Retrieved 2019/04/01.