2-Amino-4-methoxybenzothiazole

Base Information

• Chemical Name: 2-Amino-4-methoxybenzothiazole
• CAS No.: 5464-79-9
• Molecular Formula: C8H8N2OS
• Molecular Weight: 180.23
• Hs Code.: 29342000
• European Community (EC) Number: 226-763-1
• NSC Number: 28740
• UNII: 7E3D8644F2
• DSSTox Substance ID: DTXSID4024484
• Nikkaji Number: J41.961C
• Wikidata: Q27268135
• ChEMBL ID: CHEMBL1487454
• Mol file: 5464-79-9.mol

Synonyms:2-AMINO-4-METHOXYBENZOTHIAZOLE;5464-79-9;4-Methoxy-2-aminobenzothiazole;4-methoxy-1,3-benzothiazol-2-amine;2-Benzothiazolamine, 4-methoxy-;4-methoxybenzo[d]thiazol-2-amine;2-Amino-4-methoxy-benzothiazole;Benzothiazole, 2-amino-4-methoxy-;4-Methoxy-benzothiazol-2-ylamine;4-Methoxybenzothiazol-2-ylamine;EINECS 226-763-1;MFCD00005792;NSC 28740;BRN 0141363;DTXSID4024484;UNII-7E3D8644F2;NSC-28740;7E3D8644F2;4-27-00-05446 (Beilstein Handbook Reference);4-Methoxybenzothiazole-2-ylamine;NSC28740;2-Amino-methoxybenzothiazole;Oprea1_723719;MLS002152866;2-Amino-4-methoxybenzothiazol;4-Methoxybenzothiazol-2-amine;BIDD:GT0141;SCHEMBL624781;methoxybenzo[d]thiazol-2-amine;DTXCID204484;IFLab1_006388;2-amino 4-methoxy benzothiazole;CHEMBL1487454;AMY4293;HMS1430D07;HMS3039I11;STR07534;WLN: T56 BN DSJ CZ IO1;Tox21_200251;4-METHOXY-2-BENZOTHIAZOLAMINE;2-amino-4-methoxy-1,3-benzothiazole;2-Amino-4-methoxybenzothiazole, 96%;AKOS000274148;FS-2258;LS-1346;SB18598;NCGC00091406-01;NCGC00091406-02;NCGC00257805-01;4-Methoxy-1,3-benzothiazol-2-ylamine #;AC-31697;AMINO-4-METHOXYBENZOTHIAZOLE, 2-;SMR001224486;SY031704;(4-METHOXYBENZOTHIAZOL-2-YL)AMINE;BENZOTHIAZOLE, 1-AMINO-3-METHOXY-;CAS-5464-79-9;CS-0054537;FT-0611118;EN300-02268;SR-01000390818;SR-01000390818-1;W-203061;Q27268135;F1911-0005;Z104442614

Chemical Property of 2-Amino-4-methoxybenzothiazole

Chemical Property:

• Appearance/Colour: Beige crystalline powder
• Melting Point: 153-155 °C(lit.)
• Refractive Index: 1.5690 (estimate)
• Boiling Point: 347.455 °C at 760 mmHg
• PKA: 4.09±0.10(Predicted)
• Flash Point: 163.935 °C
• PSA: 76.38000
• Density: 1.359 g/cm³
• LogP: 2.46830
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: <0.1 g/100 mL at 19.5℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 180.03573406
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

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

2-Amino-4-methoxybenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C2C(=CC=C1)SC(=N2)N
• Uses: 2-Amino-4-methoxybenzothiazole is a useful research intermediate for the synthesis of various benzothiazole and aminobenzothiazoles derivatives with antibacterial and antifungal activity.

Technology Process of 2-Amino-4-methoxybenzothiazole

There total 9 articles about 2-Amino-4-methoxybenzothiazole 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: 95.0%

potassium thioacyanate (333-20-0) + 2-methoxy-phenylamine (90-04-0) → 4-methoxy-1,3-benzothiazol-2-amine (5464-79-9)

Guidance literature:

With sodium iodide dichloride; at 70 ℃; for 4h;

DOI:10.1055/s-0032-1317080

Reference yield: 94.08%

1-(2-methoxyphenyl)thiourea (1516-37-6) → 4-methoxy-1,3-benzothiazol-2-amine (5464-79-9)

Guidance literature:

With bromine; acetic acid; lithium bromide; at 40 ℃; for 17h;

Reference yield: 74.0%

2-methoxy-phenylamine (90-04-0) + ammonium thiocyanate → 4-methoxy-1,3-benzothiazol-2-amine (5464-79-9)

Guidance literature:

2-methoxy-phenylamine; ammonium thiocyanate; With acetic acid; at 10 ℃;

With bromine; at 10 - 20 ℃; for 4h;

DOI:10.1016/j.bmc.2018.02.021

upstream raw materials:

1-(2-methoxyphenyl)thiourea

2-methoxy-phenylamine

chloroform

bromine

Downstream raw materials:

2,4-Dibromo-6-{[(E)-4-methoxy-benzothiazol-2-ylimino]-methyl}-phenol

ethyl 5-methoxyimidazo<2,1-b>benzothiazole-2-carboxylate

2-(4-Methoxybenzothiazolyl)hydrazonobutyl-1-aminophenyl-1,3-dione

4-Bromo-2-{[(E)-4-methoxy-benzothiazol-2-ylimino]-methyl}-phenol

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". . . Retrieved 2019/04/01.
• 2、 Olalekan, Temitope E.,Ogunlaja, Adeniyi S.,Watkins, Gareth M.. "SN-Donor methylthioanilines and copper(II) complexes: Synthesis, spectral properties, and in vitro antimicrobial activity". . . Retrieved 2019/04/25.