2-Amino-5-bromobenzothiazole

Base Information

• Chemical Name: 2-Amino-5-bromobenzothiazole
• CAS No.: 20358-03-6
• Molecular Formula: C7H5BrN2S
• Molecular Weight: 229.1
• Hs Code.: 29342000
• European Community (EC) Number: 627-493-0
• DSSTox Substance ID: DTXSID30549078
• Nikkaji Number: J182.570D
• Wikidata: Q72438445
• Mol file: 20358-03-6.mol

Synonyms:2-Amino-5-bromobenzothiazole;20358-03-6;5-bromo-1,3-benzothiazol-2-amine;5-bromobenzo[d]thiazol-2-amine;2-BENZOTHIAZOLAMINE, 5-BROMO-;5-BROMO-2-BENZOTHIAZOLAMINE;5-Bromo-benzothiazol-2-ylamine;MFCD00577806;5-bromanyl-1,3-benzothiazol-2-amine;2-amino-5-bromo benzothiazole;SCHEMBL1417631;SCHEMBL3662308;DTXSID30549078;CS-D0322;STR09610;2-Amino-5-bromobenzothiazole, 96%;AKOS000111692;AC-5988;FS-2725;MB01323;SY012617;2-AMINO-5-BROMO-1,3-BENZOTHIAZOLE;A4429;AM20060542;EN300-135085;J-013238;JA8

Chemical Property of 2-Amino-5-bromobenzothiazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 194-198 °C
• Refractive Index: 1.783
• Boiling Point: 366.848 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 175.664 °C
• PSA: 67.15000
• Density: 1.837 g/cm³
• LogP: 3.22220
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 227.93568
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-bromobenzothiazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)N=C(S2)N
• Uses: 2-Amino-5-bromobenzothiazole is used as pharmaceutical intermediates

Technology Process of 2-Amino-5-bromobenzothiazole

There total 16 articles about 2-Amino-5-bromobenzothiazole 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: 90.4%

5-bromo-2-chlorobenzo[d]thiazole (824403-26-1) → 5‐bromo‐1,3‐benzothiazol‐2‐amine (20358-03-6)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; at 135 ℃; for 40h; Autoclave;

Reference yield: 77.0%

ammonium thiocyanate (1147550-11-5) + m-Bromoaniline (591-19-5) → 5‐bromo‐1,3‐benzothiazol‐2‐amine (20358-03-6)

Guidance literature:

ammonium thiocyanate; m-Bromoaniline; With acetic acid; at 20 ℃; for 1.5h;

With bromine; at 0 - 20 ℃; for 1h;

Reference yield: 75.0%

5-bromo-benzthiazole (768-11-6) + potassium selenocyanate (3425-46-5) → 5‐bromo‐1,3‐benzothiazol‐2‐amine (20358-03-6)

Guidance literature:

With trifluoromethylsulfonic anhydride; [bis(acetoxy)iodo]benzene; iodine; In water; at 110 ℃; for 6h; Sealed tube; Green chemistry;

DOI:10.1016/j.cclet.2021.08.070

upstream raw materials:

4-bromo-2-nitro-1-thiocyanato-benzene

4-Bromo-2-nitroaniline

1-(3-bromophenyl)thiourea

(2,5-dibromo-phenyl)-thiourea

Downstream raw materials:

C₂₁H₁₃BrN₄OS

3-(5-bromo-1,3-benzothiazol-2-yl)-2-phenylquinazolin-4(3H)-one

2-(3-methylphenylthio)-5-bromophenylcyanamide

2-(4-chlorophenylthio)-5-bromophenylcyanamide

Refernces

• 1、 -. "PIPERIDIN-1- YL-N-PYRYDI NE-3-YL-2-OXOACET AM IDE DERIVATIVES USEFUL FOR THE TREATMENT OF MTAP-DEFICIENT AND/OR MT A-ACCUMULATING CANCERS". . . Retrieved 2022/02/09.
• 2、 Dhar S. Yadav, Lal,Krishna Pal Singh, Rana,Singh, Manjula. "Visible-light photoredox catalytic approach for the direct synthesis of 2-aminobenzothiazoles from anilines". . . Retrieved 2020/02/13.