2-Amino-4-bromobenzenethiol

Base Information

• Chemical Name: 2-Amino-4-bromobenzenethiol
• CAS No.: 93933-49-4
• Molecular Formula: C6H6BrNS
• Molecular Weight: 204.09
• Hs Code.: 2930909090
• European Community (EC) Number: 820-991-0
• DSSTox Substance ID: DTXSID60480122
• Nikkaji Number: J2.236.999G
• Wikidata: Q72439019
• Mol file: 93933-49-4.mol

Synonyms:2-AMINO-4-BROMOBENZENETHIOL;93933-49-4;2-amino-4-bromobenzene-1-thiol;Benzenethiol, 2-amino-4-bromo-;2-AMINO-4-BROMOTHIOPHENOL;2-Amino-4-bromo-benzenethiol;4-Brom-2-amino-thiophenol;SCHEMBL489124;DTXSID60480122;WKEYPPZTEITNHZ-UHFFFAOYSA-N;MFCD09909742;AKOS009436861;AB54823;AM81219;BS-13083;CS-0007656;FT-0702690;EN300-40438

Chemical Property of 2-Amino-4-bromobenzenethiol

Chemical Property:

• Boiling Point: 295.5±20.0 °C(Predicted)
• PKA: 7.33±0.11(Predicted)
• PSA: 64.82000
• Density: 1.693±0.06 g/cm3(Predicted)
• LogP: 2.90120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.94043
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)N)S

Technology Process of 2-Amino-4-bromobenzenethiol

There total 7 articles about 2-Amino-4-bromobenzenethiol 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: 96.0%

5-bromo-2-methylbenzothiazole (63837-11-6) → 2-amino-4-bromobenzenethiol (93933-49-4)

Guidance literature:

With water; sodium hydroxide; In ethylene glycol; at 140 ℃; for 4h;

Reference yield: 55.4%

5‐bromo‐1,3‐benzothiazol‐2‐amine (20358-03-6) → 2-amino-4-bromobenzenethiol (93933-49-4)

Guidance literature:

With potassium hydroxide; In water; diethylene glycol; for 4h; Reflux;

DOI:10.1246/cl.160084

Reference yield:

4,4′-dibromo-2,2′-dinitrodiphenyl disulfide (76209-05-7) + 4-bromo-2-nitrobenzenethiol (76209-02-4) → 2-amino-4-bromo-benzenethiol dimer (7038-31-5) + 2-amino-4-bromobenzenethiol (93933-49-4)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; at 50 ℃; for 41h; under 2068.65 Torr;

upstream raw materials:

4,4′-dibromo-2,2′-dinitrodiphenyl disulfide

4-bromo-2-nitrobenzenethiol

1,4-dibromo-2-nitrobenzene

5-bromo-2-methylbenzothiazole

Downstream raw materials:

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

2-amino-4-bromo-benzenethiol dimer

5‐bromo‐1,3‐benzothiazol‐2‐amine

5-bromo-2-chlorobenzo[d]thiazole

Refernces

• 1、 Meninno, Sara,Quaratesi, Ilaria,Volpe, Chiara,Mazzanti, Andrea,Lattanzi, Alessandra. "Catalytic enantioselective one-pot approach to cis- and trans-2,3-diaryl substituted 1,5-benzothiazepines". supporting information. p. 6923 - 6934. Retrieved 2018/10/17.
• 2、 -. "INHIBITORS OF HIF PROLYL HYDROXYLASE". Page/Page column 187. . Retrieved 2016/04/20.