5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione

Base Information

• Chemical Name: 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione
• CAS No.: 1219741-21-5
• Molecular Formula: C₇H₄ClIN₂S
• Molecular Weight: 310.546
• Mol file: 1219741-21-5.mol

Synonyms:5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione;5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione

Chemical Property of 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione

Chemical Property:

• Boiling Point: 374.9±52.0 °C(Predicted)
• PKA: 9.14±0.30(Predicted)
• PSA: 67.48000
• Density: 2.23±0.1 g/cm3(Predicted)
• LogP: 3.10960
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione

There total 7 articles about 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione 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: 80.0%

carbon disulfide (75-15-0,12122-00-8) + 2, 4-chloro-5-iodobenzene-1,2-diamine (1219741-20-4) → 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione (1219741-21-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 3h; Inert atmosphere; Reflux;

Reference yield:

2, 4-chloro-5-iodobenzene-1,2-diamine (1219741-20-4) → 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione (1219741-21-5)

Guidance literature:

2, 4-chloro-5-iodobenzene-1,2-diamine; With carbon disulfide; potassium hydroxide; In ethanol; water; for 3h; Reflux;

With acetic acid; In ethanol; water;

Reference yield:

5-chloro-2-nitroaniline (1635-61-6) → 5-chloro-6-iodo-2,3-dihydro-1H-1,3-benzodiazole-2-thione (1219741-21-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; N-iodo-succinimide / 50 °C

2: ammonium chloride; iron / ethanol; water / 50 °C / Inert atmosphere

3: potassium hydroxide / ethanol / 3 h / Reflux

With N-iodo-succinimide; iron; ammonium chloride; acetic acid; potassium hydroxide; In ethanol; water;

upstream raw materials:

carbon disulfide

2, 4-chloro-5-iodobenzene-1,2-diamine

5-chloro-2-nitroaniline

2-nitro-4-iodo-5-chloroaniline

Downstream raw materials:

6-chloro-5-iodo-2-(methylthio)-1H-benzimidazole

5-biphenyl-4-yl-6-chloro-2-(methylsulfonyl)-1H-benzimidazole

2-[[6-chloro-2-methylsulfonyl-5-(4-phenylphenyl)benzimidazol-1-yl]methoxy]ethyl-trimethyl-silane

6-chloro-5-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole

Refernces

• 1、 Lan, Ping,Romero, F. Anthony,Wodka, Dariusz,Kassick, Andrew J.,Dang, Qun,Gibson, Tony,Cashion, Daniel,Zhou, Gaochao,Chen, Yuli,Zhang, Xiaoping,Zhang, Aihua,Li, Ying,Trujillo, Maria E.,Shao, Qing,Wu, Margaret,Xu, Shiyao,He, Huaibing,Mackenna, Deidre,Staunton, Jocelyn,Chapman, Kevin T.,Weber, Ann,Sebhat, Iyassu K.,Makara, Gergely M.. "Hit-to-Lead Optimization and Discovery of 5-((5-([1,1′-Biphenyl]-4-yl)-6-chloro-1H-benzo[d]imidazol-2-yl)oxy)-2-methylbenzoic Acid (MK-3903): A Novel Class of Benzimidazole-Based Activators of AMP-Activated Protein Kinase". . p. 9040 - 9052. Retrieved 2017/11/14.
• 2、 -. "NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL ANTI-DIABETIC AGENTS". Page/Page column 66. . Retrieved 2011/09/30.