6-Aminobenzothiazole

Base Information

• Chemical Name: 6-Aminobenzothiazole
• CAS No.: 533-30-2
• Molecular Formula: C7H6N2S
• Molecular Weight: 150.204
• Hs Code.: 29342000
• European Community (EC) Number: 208-559-4
• NSC Number: 170647
• UNII: 9YFG4WUJ1G
• DSSTox Substance ID: DTXSID90201443
• Nikkaji Number: J79.646H
• Wikidata: Q27273384
• Mol file: 533-30-2.mol

Synonyms:6-Aminobenzothiazole;533-30-2;1,3-Benzothiazol-6-amine;6-Benzothiazolamine;benzo[d]thiazol-6-amine;6-Amino-benzothiazole;Benzothiazole, 6-amino-;Benzothiazol-6-amine;MFCD00015461;benzothiazol-6-ylamine;EINECS 208-559-4;UNII-9YFG4WUJ1G;9YFG4WUJ1G;NSC 170647;BRN 0116381;CCRIS 8694;NSC-170647;Buttpark 98\57-13;4-27-00-04884 (Beilstein Handbook Reference);6-amino benzothiazole;Benzothiazole-6-amine;benzothiazol-6-yl-amine;6-Amino-1,3-benzothiazole;6-Aminobenzothiazole, 97%;1,3-benzothiazol-6-ylamine;SCHEMBL116883;1,3-Benzothiazol-6-amine #;6-Benzothiazolamine,2-methyl-;DTXSID90201443;6-AMINOBENZOTHIAZOLE [MI];BBL100115;NSC170647;STL511345;AKOS000813612;CS-W002100;PS-4531;SB75054;SDCCGMLS-0065935.P001;LS-40661;SY019445;A7763;AM20040648;FT-0620932;EN300-57986;AE-641/00784028;J-503870;Q27273384;F2167-0012;5-OXO-5H-[1,3]THIAZOLO[3,2-A]PYRIMIDINE-6-CARBOXYLICACID;JAE

Chemical Property of 6-Aminobenzothiazole

Chemical Property:

• Appearance/Colour: orange solid
• Melting Point: 87-91 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 323.1 °C at 760 mmHg
• PKA: 2.74±0.10(Predicted)
• Flash Point: 149.2 °C
• PSA: 67.15000
• Density: 1.383 g/cm³
• LogP: 2.45970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.02516937
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

6-Aminobenzothiazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)SC=N2
• Uses: 6-Aminobenzothiazole is used as pharmaceutical intermediate. 6-Aminobenzothiazole may be used in the synthesis of following:1-(6-amino-benzothiazolyl)-3-chloro-5-methoxytriazine6-[(4-N,N-dimethylaminophenyl)diazenyl]benzothiazole6-[(2-hydroxy-1-naphthyl)diazenyl]benzothiazole6-dimethylaminobenzothiazole

Technology Process of 6-Aminobenzothiazole

There total 13 articles about 6-Aminobenzothiazole 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%

6-nitrobenzo[d]thiazole (2942-06-5) → 1,3-benzothiazol-6-amine (533-30-2)

Guidance literature:

With hydrogen; In methanol; ethyl acetate; at 80 ℃; for 0.333333h; chemospecific reaction; Flow reactor; Green chemistry;

DOI:10.1039/C8NJ04646H

Reference yield: 91.0%

→ 1,3-benzothiazol-6-amine (533-30-2)

Guidance literature:

With C₃₀H₄₄Cl₃CrN₂O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 60 ℃; for 24h;

Reference yield: 35.0%

carbon dioxide (124-38-9,18923-20-1) + 2-amino-5-nitrobenzenethiol (23451-98-1) → 1,3-benzothiazol-6-amine (533-30-2)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; H₂SiEt₂; DBN; at 150 ℃; for 24h; under 37503.8 Torr;

DOI:10.1039/c4ra09372k

upstream raw materials:

formic acid

2,5-diaminothiophenol

2-chloro-6-nitrobenzothiazole

6-nitrobenzo[d]thiazole

Downstream raw materials:

2-benzothiazol-6-yl-[1,4]benzoquinone

2-(benzo[d]thiazol-6-ylamino)benzoic acid

6-N-(2,4-dinitroanilino)benzthiazole

6-bromo-1,3-benzothiazole

Refernces

• 1、 Fakis, Mihalis,Georgiou, Dimitris,Gyepes, Róbert,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Smolí?ek, Maro?. "Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption". supporting information. p. 5512 - 5517. Retrieved 2021/07/31.
• 2、 -. "Hydroboration reduction reaction of aromatic nitro compounds without transition metal catalysis". Paragraph 0006; 0065-0068. . Retrieved 2021/07/31.