Sulfaethidole

Base Information

• Chemical Name: Sulfaethidole
• CAS No.: 94-19-9
• Molecular Formula: C10H12 N4 O2 S2
• Molecular Weight: 284.363
• Hs Code.: 2935009090
• European Community (EC) Number: 202-312-4
• UNII: R77Q4O5ZMD
• DSSTox Substance ID: DTXSID4046286
• Nikkaji Number: J182.099K
• Wikidata: Q27185990
• NCI Thesaurus Code: C152455
• ChEMBL ID: CHEMBL1355299
• Mol file: 94-19-9.mol

Synonyms:berlophen;sulfaethidole;sulfaethidole monosodium salt

Chemical Property of Sulfaethidole

Chemical Property:

• Vapor Pressure: 1.85E-10mmHg at 25°C
• Melting Point: 185.5-186.0°
• Refractive Index: 1.6440 (estimate)
• Boiling Point: 508.5°C at 760 mmHg
• PKA: pKa 5.36(H2O t = 37) (Uncertain)
• Flash Point: 261.3°C
• PSA: 134.59000
• Density: 1.499g/cm³
• LogP: 3.21850
• Water Solubility.: 215mg/L(20 oC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 284.04016799
• Heavy Atom Count: 18
• Complexity: 363

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NN=C(S1)NS(=O)(=O)C2=CC=C(C=C2)N
• Therapeutic Function: Antibacterial

Technology Process of Sulfaethidole

There total 8 articles about Sulfaethidole 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: 70.0%

2-(4-Nitrobenzenesulfonamido)-5-ethyl-1,3,4-thiadiazole (76170-72-4) → sulfaethidole (94-19-9)

Guidance literature:

With tin(II) chloride dihdyrate; In ethyl acetate; for 36h; Reflux;

DOI:10.1021/ml400112h

Reference yield: 69.0%

N-(4-(N-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide (1037-51-0) → sulfaethidole (94-19-9)

Guidance literature:

N-(4-(N-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide; With hydrogenchloride; In water; for 0.5h; Reflux;

With sodium carbonate; In water;

DOI:10.1016/j.bmc.2011.01.049

Reference yield:

4-nitrobenzenediazonium chloride (100-05-0) → sulfaethidole (94-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: SO₂ / CuSO₄ / acetic acid / 6 - 20 °C

2: chlorobenzene / 2 h / 115 - 120 °C

3: Fe, NH₄Cl / H₂O / 7 h / Heating

With sulfur dioxide; iron; ammonium chloride; copper(II) sulfate; In water; acetic acid; chlorobenzene;

DOI:10.1007/BF01156380

upstream raw materials:

2-(4-Nitrobenzenesulfonamido)-5-ethyl-1,3,4-thiadiazole

N-(4-(N-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide

4-nitrobenzenediazonium chloride

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-4-[(2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidene)-hydrazino]-benzenesulfonamide

4-[(4,6-dioxo-2-thioxo-tetrahydro-pyrimidin-5-ylidene)-hydrazino]-N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide

4-(β-Acetamidoethyl)benzene-N-<4-phenylenesulfamido-5-(2-ethyl-1,3,4-thiadiazolyl)>sulfonamide

{(E)-3-[(E)-4-(5-Ethyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenylimino]-but-1-enyl}-triphenyl-phosphonium; chloride