N-(4-((2-Carbamothioylhydrazono)methyl)phenyl)acetamide

Base Information

• Chemical Name: N-(4-((2-Carbamothioylhydrazono)methyl)phenyl)acetamide
• CAS No.: 104-06-3
• Molecular Formula: C10H12 N4 O S
• Molecular Weight: 236.297
• Hs Code.: 29309090
• European Community (EC) Number: 203-170-6
• Nikkaji Number: J5.023G
• Wikipedia: Thioacetazone
• Wikidata: Q7784646
• Mol file: 104-06-3.mol

Synonyms:Thiosemicarbazone;Thiosemicarbazones

Chemical Property of N-(4-((2-Carbamothioylhydrazono)methyl)phenyl)acetamide

Chemical Property:

• Melting Point: 225-230 °C
• Refractive Index: 1.6440 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 11.35±0.70(Predicted)
• Flash Point: °C
• PSA: 111.60000
• Density: 1.3g/cm³
• LogP: 1.97630
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 236.07318219
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thiacetazone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)C=NNC(=S)N
• Isomeric SMILES: CC(=O)NC1=CC=C(C=C1)/C=N\NC(=S)N
• Uses: Thiacetazone (cas# 104-06-3) is used in combination chemotherapy, in preparation of nucleosides as inhibitors of adenylate-forming enzyme MenE.
• Indications: Thiacetazone is active against many strains of M. tuberculosis. It is not marketed in the United States. However, because of its low cost, it is used as a first-line agent in East Africa, especially in combination with compounds such as isoniazid. The most common side effects of thiacetazone include GI intolerance and development of rashes. It causes significant ototoxicity, especially when coadministered with streptomycin. Lifethreatening hypersensitivity reactions, such as hepatitis, transient marrow aplastic syndromes, neutropenia, and thrombocytopenia, have been reported.

Technology Process of N-(4-((2-Carbamothioylhydrazono)methyl)phenyl)acetamide

There total 5 articles about N-(4-((2-Carbamothioylhydrazono)methyl)phenyl)acetamide 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:

para-acetamidobenzaldehyde (122-85-0) → N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide (104-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂H₄

With hydrazine;

DOI:10.1021/ja01101a504

Reference yield:

4-acetylamino-benzaldehyde hydrazone + ammonium thiocyanate (1147550-11-5) → N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide (104-06-3)

Guidance literature:

DOI:10.1021/ja01150a527 DOI:10.1021/ja01101a504

Reference yield:

(E)-2-(4-aminobenzylidene)hydrazinecarbothioamide (6957-91-1) + acetic anhydride (108-24-7) → N-(4-[2-(aminocarbonothionyl)hydrazono]methylphenyl)acetamide (104-06-3)

Guidance literature:

upstream raw materials:

ammonium thiocyanate

(E)-2-(4-aminobenzylidene)hydrazinecarbothioamide

acetic anhydride

para-acetamidobenzaldehyde

Downstream raw materials:

acetic acid-[4-(thiazol-2-ylhydrazono-methyl)-anilide]

acetic acid-{4-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-thiazol-2-ylhydrazonomethyl]-anilide}

acetic acid-({4-[5-(2-chloro-benzyliden)-4-oxo-thiazolidin-2-ylidenehydrazono]-methyl}-anilide)

5-(4-acetylamino-benzylidene)-thiazolidine-2,4-dion-2-(4-acetylamino-benzylidenehydrazone)