2-Amino-5-methylbenzothiazole

Base Information

• Chemical Name: 2-Amino-5-methylbenzothiazole
• CAS No.: 14779-17-0
• Molecular Formula: C8H8N2S
• Molecular Weight: 164.231
• Hs Code.: 29342000
• NSC Number: 45346
• UNII: 4C5GV4TQ4N
• DSSTox Substance ID: DTXSID40163800
• Nikkaji Number: J65.531G
• Wikidata: Q72439200
• Mol file: 14779-17-0.mol

Synonyms:2-Amino-5-methylbenzothiazole;14779-17-0;5-methyl-1,3-benzothiazol-2-amine;5-Methyl-2-aminobenzothiazole;2-Benzothiazolamine, 5-methyl-;5-methylbenzo[d]thiazol-2-amine;BENZOTHIAZOLE, 2-AMINO-5-METHYL-;5-Methyl-2-benzothiazolamine;NSC 45346;BRN 0122353;4C5GV4TQ4N;MFCD00205354;NSC-45346;4-27-00-04908 (Beilstein Handbook Reference);UNII-4C5GV4TQ4N;SCHEMBL12262;5-Methyl-benzothiazol-2-ylamine;DTXSID40163800;AM755;NSC45346;STK281617;AKOS000298702;AS-54796;LS-40679;SY067430;BB 0246268;CS-0039099;FT-0602533;W10174;A808691;METHYL4,5-DIBROMO-1H-PYRROLE-2-CARBOXYLATE

Chemical Property of 2-Amino-5-methylbenzothiazole

Chemical Property:

• Vapor Pressure: 0.000287mmHg at 25°C
• Melting Point: 182-184 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.726
• Boiling Point: 322 °C at 760 mmHg
• PKA: 4.31±0.10(Predicted)
• Flash Point: 148.6 °C
• PSA: 67.15000
• Density: 1.315 g/cm³
• LogP: 2.76810
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.4
• 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-Amino-5-methylbenzothiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)SC(=N2)N

Technology Process of 2-Amino-5-methylbenzothiazole

There total 18 articles about 2-Amino-5-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: 92.0%

potassium thioacyanate (333-20-0) + 1-amino-3-methylbenzene (108-44-1) → 2-amino-5-methylbenzothiazole (14779-17-0)

Guidance literature:

potassium thioacyanate; 1-amino-3-methylbenzene; With nano-BF₃/SiO₂; In acetonitrile; for 0.5h; Cooling with ice;

With bromine; In acetonitrile; at 0 - 20 ℃; for 5h;

DOI:10.1007/s11164-016-2566-z

Reference yield: 89.0%

2-iodo-5-methylaniline (13194-69-9) + thiourea (17356-08-0) → 2-amino-5-methylbenzothiazole (14779-17-0)

Guidance literature:

bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride; In N,N-dimethyl-formamide; at 60 ℃; for 90h;

DOI:10.1246/cl.1986.265

Reference yield: 74.0%

ammonium thiocyanate (1147550-11-5) + 1-amino-3-methylbenzene (108-44-1) → 2-amino-5-methylbenzothiazole (14779-17-0)

Guidance literature:

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

DOI:10.1007/s00044-010-9440-0

upstream raw materials:

5-methylbenzo[d]thiazole

5-methylbenzo[d]thiazole-2(3H)-thione

(3-methylphenyl)thiourea

(4-methyl-2-nitrophenyl)isothiocyanate

Downstream raw materials:

1-(5-methyl-benzothiazol-2-yl)-3-phenyl-thiourea

1-(5-methyl-benzothiazol-2-yl)-3-p-tolyl-thiourea

1-benzyl-3-(5-methyl-benzothiazol-2-yl)-thiourea

1-(5-methyl-benzothiazol-2-yl)-3-phenyl-urea

Refernces

• 1、 Pinapati, Srinivasarao,Mandapati, Usharani,Tamminana, Ramana,Rudraraju, Rameshraju. "Synthesis of 2-arylthio arylcyanamides from 2-iodoaryl isothiocyanates: Via a one-pot three-component reaction". supporting information. p. 8711 - 8713. Retrieved 2017/08/29.
• 2、 Naeimi, Hossein,Heidarnezhad, Arash. "Efficient and facile protocol for one-pot synthesis of 2-amino-substituted benzothiazoles catalyzed by nano-BF3/SiO2 under mild conditions". . p. 7855 - 7868. Retrieved 2016/11/25.