4-{[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide

Base Information

• Chemical Name: 4-{[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide
• CAS No.: 7354-98-5
• Molecular Formula: C16H13 N3 O3 S2
• Molecular Weight: 359.43
• Mol file: 7354-98-5.mol

Synonyms:Sulfanilamide,N4-salicylidene-N1-2-thiazolyl- (6CI,8CI); 4-[[(2-Hydroxyphenyl)methylene]amino]-N-(thiazol-2-yl)benzenesulfonamide;N-(Thiazol-2-yl)-4-(salicylideneamino)benzenesulfonamide;N4-2-Hydroxybenzylidene-N1-2-thiazolylsulfanilamide; NSC 20631; Sulfathiazolesalicylaldimine

Chemical Property of 4-{[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 2.03E-13mmHg at 25°C
• Boiling Point: 579.4°Cat760mmHg
• Flash Point: 304.2°C
• Density: 1.59g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-{[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide

There total 2 articles about 4-{[(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino}-N-1,3-thiazol-2-ylbenzenesulfonamide 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: 85.0%

Sulfathiazole (72-14-0) + salicylaldehyde (90-02-8) → 4‐((2‐hydroxybenzylidene)amino)‐N‐(thiazol‐2‐yl)benzenesulfonamide (7354-98-5)

Guidance literature:

In ethanol; for 3h; Reflux;

DOI:10.3390/molecules26103062

Reference yield:

→ 4‐((2‐hydroxybenzylidene)amino)‐N‐(thiazol‐2‐yl)benzenesulfonamide (7354-98-5)

Guidance literature:

Reference yield: 85.0%

4‐((2‐hydroxybenzylidene)amino)‐N‐(thiazol‐2‐yl)benzenesulfonamide (7354-98-5) + tin(IV) acetate (638-39-1,2800-96-6,14517-02-3,17856-15-4,95347-73-2) → 2CH3COO(1-)*Sn(4+)*OC6H4CHNC6H4SO2NC3H2NS(2-)=(CH3COO)2Sn(OC6H4CHNC6H4SO2NC3H2NS)

Guidance literature:

With NaOH; In toluene; byproducts: CH3COOH; a mixture of tintetraacetate(in dry toluene) and Schiff base(in dry toluene) was refluxed over a fractionating column and the acetic acid liberated in the reaction was removed azeotropically with toluene; the solvent was removed and the product dried under vacuum. elem. anal.;

upstream raw materials:

Sulfathiazole

salicylaldehyde

Downstream raw materials:

N-(2-cyano-ethyl)-4-(2-hydroxy-benzylideneamino)-N-thiazol-2-yl-benzenesulfonamide

[(CH₃)2SnCl₂(HOC₆H₄CHNC₆H₄SO₂NHCNCHCHS)]

tetrachlorobis(salicylaldehyde-N'-2-thiazolyl sulphanilamide)germanate

OC₆H₄OBOC₆H₄CHNC₆H₄SO₂NHC₃H₂NS

Refernces

• 1、 Saad, Fawaz A.. "Nano-synthesis and spectral, thermal, modeling, quantitative structure–activity relationship and docking studies of novel bioactive homo-binuclear metal complexes derived from thiazole drug for therapeutic applications". . . Retrieved 2018.
• 2、 Carabet, Alice Carla,Cioater?, Nicoleta,D?buleanu, Irina,Dobri?escu, Aurelian,G?nescu, Anca,Parisi, Filippo,Reiss, Aurora,Rotaru, Mihaela,Rotaru, Petre,Sp?nu, Cezar Ionu?. "Bioactive co(Ii), ni(ii), and cu(ii) complexes containing a tridentate sulfathiazole‐based (onn) schiff base". . . Retrieved 2021.
• 3、 Azeez, Hashim Jalal,Aziz, Dara Muhammed. "Synthesis of new ?-lactam- N-(thiazol-2-yl)benzene sulfonamide hybrids: Their in vitro antimicrobial and in silico molecular docking studies". . . Retrieved 2020/07/23.