Benzoic acid, 2-mercapto-, hydrazide

Base Information

• Chemical Name: Benzoic acid, 2-mercapto-, hydrazide
• CAS No.: 24611-43-6
• Molecular Formula: C7H8N2OS
• Molecular Weight: 168.219
• Mol file: 24611-43-6.mol

Synonyms:thiosalicylic acid hydrazide;2-mercaptobenzoylhydrazine;N-amino(2-sulfanylphenyl)formamide;thiosalicylhydrazide;2-mercaptobenzohydrazide;2-mercapto-benzoic acid hydrazide;

Chemical Property of Benzoic acid, 2-mercapto-, hydrazide

Chemical Property:

• PSA: 97.41000
• LogP: 1.85390

Purity/Quality:

99% ^*data from raw suppliers

2-MercaptobenzoicAcidHydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Mercaptobenzoic Acid Hydrazide is an intermediate used in the synthesis of N,N’-Bis(2-mercaptobenzoyl)hydrazide (B481825), which is a selective inhibitor of HIV-1 integrase. Has no other effect on other retroviral targets, including reverse transcriptase, protease, and virus attachement, and exhibits no detectable activity against human topoisomerases I and II at concentrations that effectively inhibit integrase.

Technology Process of Benzoic acid, 2-mercapto-, hydrazide

There total 4 articles about Benzoic acid, 2-mercapto-, hydrazide 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: 90.0%

Methyl thiosalicylate (4892-02-8) → 2-mercaptobenzoic acid hydrazide (24611-43-6)

Guidance literature:

With hydrazine hydrate; In methanol; for 12h; Reflux;

DOI:10.1371/journal.pone.0108338

Reference yield: 68.0%

2-mercaptobenzoyl chloride (1677-25-4) → 2-mercaptobenzoic acid hydrazide (24611-43-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 4h;

DOI:10.1016/j.tetlet.2021.153606

Reference yield:

Thiosalicylic acid (147-93-3) → 2-mercaptobenzoic acid hydrazide (24611-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 6 h / Reflux

2: hydrazine hydrate / ethanol / 6 h / Reflux

With sulfuric acid; hydrazine hydrate; In ethanol;

DOI:10.1007/s00044-012-0107-x

upstream raw materials:

bis[2-(methoxycarbonyl)phenyl]disulfide

Methyl thiosalicylate

Thiosalicylic acid

2-mercaptobenzoyl chloride

Downstream raw materials:

2-(5-anilino-1,3,4-thiadiazol-2-yl)benzenethiol

C₁₆H₁₇N₃OS

C₂₈H₂₀Br₂N₄O₂S₂

C₁₄H₁₁BrN₂OS

Refernces

• 1、 Cui, Zining,Ito, Jun,Dohi, Hirofumi,Amemiya, Yoshimiki,Nishida, Yoshihiro. "Molecular design and synthesis of novel salicyl glycoconjugates as elicitors against plant diseases". . . Retrieved 2015/02/19.
• 2、 Zhao, He,Burke Jr., Terrence R.. "Pentafluorophenyl ester activation for the preparation of N,N'-diaroylhydrazines". . p. 4219 - 4230. Retrieved 2007/10/03.