2-Amino-6-tert-butylbenzothiazole

Base Information

• Chemical Name: 2-Amino-6-tert-butylbenzothiazole
• CAS No.: 131395-10-3
• Molecular Formula: C11H14 N2 S
• Molecular Weight: 206.312
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID30440733
• Nikkaji Number: J1.650.320G
• Wikidata: Q72442165
• ChEMBL ID: CHEMBL98285
• Mol file: 131395-10-3.mol

Synonyms:131395-10-3;2-Amino-6-tert-butylbenzothiazole;6-tert-butyl-1,3-benzothiazol-2-amine;6-(tert-Butyl)benzo[d]thiazol-2-amine;2-Amino-6-(tert-butyl)benzothiazole;2-Benzothiazolamine, 6-(1,1-dimethylethyl)-;6-tert-butylbenzo[d]thiazol-2-amine;CHEMBL98285;SCHEMBL111586;DTXSID30440733;HWJMDJWCGKTWQG-UHFFFAOYSA-N;6-tert-Butylbenzothiazole-2-amine;2-amino-6-tert-butyl benzothiazole;2-amino-6-tertbutylbenzo[d]thiazole;STL477802;AKOS008901432;AC-11442;BS-20499;CS-0213046;FT-0634310;FT-0643148;EN300-388591;F81524;6-(1,1-dimethylethyl)-1,3-benzothiazol-2-amine;A806253;3-AMINO-3-(4-BROMO-THIOPHEN-2-YL)-PROPIONICACID;13195-10-3

Chemical Property of 2-Amino-6-tert-butylbenzothiazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 235 °C (dec.)(lit.)
• Boiling Point: 337.892°C at 760 mmHg
• PKA: 4.50±0.10(Predicted)
• Flash Point: 158.152°C
• PSA: 67.15000
• Density: 1.177g/cm³
• LogP: 3.75720
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 206.08776963
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-6-(tert-butyl)benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C=C1)N=C(S2)N
• Uses: 2-Amino-6-(tert-butyl)benzothiazole is used in the synthesis of series of analogs of riluzole series, a blocker of excitatory amino acid mediated neurotransmission.

Technology Process of 2-Amino-6-tert-butylbenzothiazole

There total 5 articles about 2-Amino-6-tert-butylbenzothiazole 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: 94.0%

4-tert-Butylaniline (769-92-6) + potassium thioacyanate (333-20-0) → 6-tert-butyl-1,3-benzothiazol-2-amine (131395-10-3)

Guidance literature:

4-tert-Butylaniline; potassium thioacyanate; With bromine; acetic acid; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

With ammonia; In water; at 20 ℃;

Reference yield: 92.0%

4-tert-Butylaniline (769-92-6) + sodium thiocyanide (540-72-7) → 6-tert-butyl-1,3-benzothiazol-2-amine (131395-10-3)

Guidance literature:

With bromine; In acetic acid; at 15 ℃;

DOI:10.1002/chem.200801996

Reference yield: 91.0%

4-tert-Butylaniline (769-92-6) + ammonium thiocyanate (1147550-11-5) → 6-tert-butyl-1,3-benzothiazol-2-amine (131395-10-3)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; In acetonitrile; at 20 ℃; for 10h; Irradiation;

DOI:10.1016/j.tetlet.2020.151700

upstream raw materials:

4-tert-Butylaniline

potassium thioacyanate

sodium thiocyanide

ammonium thiocyanate

Downstream raw materials:

2-amino-5-(tert-butyl)benzenethiol

C₆₀H₆₈N₆O₂S₂

Refernces

• 1、 He, Wei-Bao,Gao, Lan-Qing,Chen, Xin-Jie,Wu, Zhi-Lin,Huang, Ying,Cao, Zhong,Xu, Xin-Hua,He, Wei-Min. "Visible-light-initiated malic acid-promoted cascade coupling/cyclization of aromatic amines and KSCN to 2-aminobenzothiazoles without photocatalyst". supporting information. p. 1895 - 1898. Retrieved 2020/02/27.
• 2、 Fleau, Charlotte,Padilla, Angel,Miguel-Siles, Juan,Quesada-Campos, Maria T.,Saiz-Nicolas, Isabel,Cotillo, Ignacio,Cantizani Perez, Juan,Tarleton, Rick L.,Marco, Maria,Courtemanche, Gilles. "Chagas Disease Drug Discovery: Multiparametric Lead Optimization against Trypanosoma cruzi in Acylaminobenzothiazole Series". . p. 10362 - 10375. Retrieved 2019/11/29.