2-Amino-6-hydroxybenzothiazole

Base Information

• Chemical Name: 2-Amino-6-hydroxybenzothiazole
• CAS No.: 26278-79-5
• Molecular Formula: C7H6N2OS
• Molecular Weight: 166.203
• Hs Code.: 2934999090
• European Community (EC) Number: 673-351-6
• UNII: 72I21UFH5P
• DSSTox Substance ID: DTXSID10180903
• Nikkaji Number: J41.962A
• Wikidata: Q27266079
• ChEMBL ID: CHEMBL1498947
• Mol file: 26278-79-5.mol

Synonyms:26278-79-5;2-Amino-6-hydroxybenzothiazole;2-aminobenzothiazol-6-ol;2-aminobenzo[d]thiazol-6-ol;2-Amino-benzothiazol-6-ol;2-amino-1,3-benzothiazol-6-ol;2-Amino-6-benzothiazolol;6-benzothiazolol, 2-amino-;6-Hydroxy-2-aminobenzothiazole;6-Hydroxybenzothiazol-2-amine;BRN 0127746;MFCD00511763;UNII-72I21UFH5P;BENZOTHIAZOLE, 2-AMINO-6-HYDROXY-;72I21UFH5P;amino-benzothiazolol;Aminobenzo[d]thiazol-6-ol;Oprea1_187418;Oprea1_399811;SCHEMBL31298;MLS000035520;6-hydroxy-2-amino benzothiazole;CHEMBL1498947;AMY7055;DTXSID10180903;BBL009349;STK097471;2-Amino-6-hydroxybenzothiazole, 95%;AKOS000291409;AC-6576;FS-1403;SB18593;2-amino-benzothiazol-6-ol, AldrichCPR;NCGC00245282-01;LS-40673;SMR000123045;SY079918;A5224;BB 0254533;CS-0028757;FT-0678683;EN300-1144058;J-508023;Q27266079

Chemical Property of 2-Amino-6-hydroxybenzothiazole

Chemical Property:

• Vapor Pressure: 8.61E-07mmHg at 25°C
• Melting Point: 243-250℃
• Refractive Index: 1.823
• Boiling Point: 394.6 °C at 760 mmHg
• PKA: 8.69±0.40(Predicted)
• Flash Point: 192.4 °C
• PSA: 87.38000
• Density: 1.553 g/cm³
• LogP: 2.16530
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 166.02008399
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

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

2-Amino-6-hydroxybenzothiazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)SC(=N2)N
• Uses: 2-Amino-6-hydroxybenzothiazole is a reagent used in the chemical synthesis of new benzothiazole derivatives with anti proliferative and antiiconvulsant activity.

Technology Process of 2-Amino-6-hydroxybenzothiazole

There total 16 articles about 2-Amino-6-hydroxybenzothiazole 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: 99.0%

6-methoxybenzothiazol-2-ylamine (1747-60-0) → 2-amino-6-hydroxybenzothiazole (26278-79-5)

Guidance literature:

With hydrogen bromide; In water; at 107 ℃; for 5h;

Reference yield: 91.0%

6-methoxy-1,2,3-benzothiadiazole (1753-90-8) → 2-amino-6-hydroxybenzothiazole (26278-79-5)

Guidance literature:

With aluminum (III) chloride; In toluene; at 115 ℃; for 2h;

Reference yield: 87.0%

ammonium thiocyanate + 4-amino-phenol (123-30-8) → 2-amino-6-hydroxybenzothiazole (26278-79-5)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In water; dimethyl sulfoxide; at 70 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153388

upstream raw materials:

6-methoxybenzothiazol-2-ylamine

thiourea

p-benzoquinone

2-Amino-6-ethoxybenzothiazole

Downstream raw materials:

3-(6-hydroxy-benzothiazol-2-ylamino)-1-phenylpropan-1-one

3-(6-hydroxy-benzothiazol-2-ylamino)-1-phenylpropan-1-ol

C₂₁H₁₄N₄O₂S

3-(6-hydroxy-1,3-benzothiazol-2-yl)-2-phenylquinazolin-4(3H)-one

Refernces

• 1、 Zhu, Yu-Shen,Shi, Linlin,Fu, Lianrong,Chen, Xiran,Zhu, Xinju,Hao, Xin-Qi,Song, Mao-Ping. "Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles". supporting information. p. 1497 - 1500. Retrieved 2021/09/09.
• 2、 -. "Benzo imidazo [2, 1-b] thiazole compound and application thereof (by machine translation)". Paragraph 0060-0062. . Retrieved 2020/07/15.