2-Amino-5-bromobenzenethiol

Base Information

• Chemical Name: 2-Amino-5-bromobenzenethiol
• CAS No.: 23451-95-8
• Molecular Formula: C6H6BrNS
• Molecular Weight: 204.09
• Hs Code.: 2930909090
• European Community (EC) Number: 873-968-2
• DSSTox Substance ID: DTXSID50360989
• Nikkaji Number: J1.021.697D
• Wikidata: Q72438385
• Mol file: 23451-95-8.mol

Synonyms:2-amino-5-bromobenzenethiol;23451-95-8;2-AMINO-5-BROMOTHIOPHENOL;2-AMINO-5-BROMO-BENZENETHIOL;Benzenethiol, 2-amino-5-bromo-;2-AMINO-5-BROMOBENZENE-1-THIOL;MFCD00839467;5-bromo-2-amino-benzenethiol;starbld0019399;Amino-5-bromobenzenethiol;5-bromo-2-aminobenzenethiol;AE-848/30701010;SCHEMBL489044;DTXSID50360989;LDGHLZFFKMEAOE-UHFFFAOYSA-N;AKOS014386297;AB07437;AM85363;AS-42115;CS-0218056;FT-0656651;EN300-99590;A816726

Chemical Property of 2-Amino-5-bromobenzenethiol

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.00462mmHg at 25°C
• Melting Point: 113°C
• Refractive Index: 1.695
• Boiling Point: 277.1 °C at 760 mmHg
• PKA: 7.70±0.10(Predicted)
• Flash Point: 121.4 °C
• PSA: 64.82000
• Density: 1.693 g/cm³
• LogP: 2.90120
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-5-bromobenzenethiol

There total 13 articles about 2-Amino-5-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: 93.85%

6-bromo-1,3-benzothiazol-2(3H)-one (62266-82-4) → 2-amino-5-bromobenzenethiol (23451-95-8)

Guidance literature:

With sodium hydroxide; In water; at 120 ℃; for 12h;

Reference yield: 79.0%

2-amino-6-bromobenzothiazole (15864-32-1) → 2-amino-5-bromobenzenethiol (23451-95-8)

Guidance literature:

2-amino-6-bromobenzothiazole; With potassium hydroxide; In ethylene glycol; at 125 ℃; for 15h; Inert atmosphere;

With hydrogenchloride; In water; ethylene glycol;

Reference yield: 66.7%

5‐bromo‐1,3‐benzothiazol‐2‐amine (20358-03-6) → 2-amino-5-bromobenzenethiol (23451-95-8)

Guidance literature:

With water; potassium hydroxide; for 24h; Reflux;

DOI:10.1016/j.bmc.2010.02.002

upstream raw materials:

2-amino-6-bromobenzothiazole

2,2′-disulfanediylbis(4-bromoaniline)

4-bromo-aniline

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

Downstream raw materials:

6-anilino-9-bromo-benzo[a]phenothiazin-5-one

8-Bromo-4-(4-methoxy-phenyl)-2-phenyl-2,5-dihydro-benzo[b][1,4]thiazepine

2-(p-chlorobenzoyl)-3-methyl-7-bromo-4H-1,4-benzothiazine

8-Bromo-4-p-tolyl-2,3-dihydro-benzo[b][1,4]thiazepine-2-carboxylic acid

Refernces

• 1、 Wang, Lu,Wang, Huaiyu,Meng, Weidong,Xu, Xiu-Hua,Huang, Yangen. "Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization". supporting information. p. 389 - 392. Retrieved 2020/03/04.
• 2、 Mor, Satbir,Sindhu, Suchita. "Convenient and efficient synthesis of novel 11: H -benzo[5,6][1,4]thiazino[3,4- a] isoindol-11-ones derived from 2-bromo-(2/3-substitutedphenyl)-1 H -indene-1,3(2 H)-diones". . p. 12784 - 12792. Retrieved 2019/05/10.