3-Dehydroxy Chlorthalidone

Base Information

• Chemical Name: 3-Dehydroxy Chlorthalidone
• CAS No.: 82875-49-8
• Molecular Formula: C₁₄H₁₁ClN₂O₃S
• Molecular Weight: 322.772
• UNII: R8K7X3N4EV
• DSSTox Substance ID: DTXSID401167493
• Mol file: 82875-49-8.mol

Synonyms:3-Dehydroxy Chlorthalidone;82875-49-8;R8K7X3N4EV;UNII-R8K7X3N4EV;Chlortalidone impurity E [EP];3-(3-Sulfamyl-4-chlorophenyl)phthalimidine;Benzenesulfonamide, 2-chloro-5-(2,3-dihydro-3-oxo-1H-isoindol-1-yl)-;2-Chloro-5-(3-oxoisoindolin-1-yl)benzenesulfonamide;2-chloro-5-(3-oxo-1,2-dihydroisoindol-1-yl)benzenesulfonamide;Chlorthalidone Impurity E;DTXSID401167493;2-Chloro-5-(2,3-dihydro-3-oxo-1H-isoindol-1-yl)-benzenesulfonamide;CHLORTALIDONE IMPURITY E [EP IMPURITY];2-Chloro-5-(2,3-dihydro-3-oxo-1H-isoindol-1-yl)benzenesulfonamide

Chemical Property of 3-Dehydroxy Chlorthalidone

Chemical Property:

• Melting Point: >239°C (dec.)
• PKA: 9.57±0.60(Predicted)
• Density: 1.493±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 322.0178911
• Heavy Atom Count: 21
• Complexity: 519

Purity/Quality:

99% ^*data from raw suppliers

3-DehydroxyChlorthalidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(NC2=O)C3=CC(=C(C=C3)Cl)S(=O)(=O)N
• Uses: 3-Dehydroxy Chlorthalidone is an metabolite of Chlorthalidone (C427500), a diuretic and antihypertensive agent.

Technology Process of 3-Dehydroxy Chlorthalidone

There total 3 articles about 3-Dehydroxy Chlorthalidone 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:

4-(4-chlorophenyl)-1H-2,3-benzoxazin-1-one (2224-83-1) → 3-(3'-sulfamyl-4'-chlorophenyl)phthalimidine (82875-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc; acetic acid / 70 - 75 °C

2.1: chlorosulfonic acid / 0 - 80 °C

2.2: 2 h / 75 - 80 °C

3.1: ammonium hydroxide / acetone; water / 0 - 5 °C

With chlorosulfonic acid; ammonium hydroxide; acetic acid; zinc; In water; acetone;

Reference yield:

2-(4-chlorobenzoyl)benzoic acid (85-56-3) → 3-(3'-sulfamyl-4'-chlorophenyl)phthalimidine (82875-49-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide; hydroxylamine hydrochloride / methanol / 25 - 65 °C

2.1: zinc; acetic acid / 70 - 75 °C

3.1: chlorosulfonic acid / 0 - 80 °C

3.2: 2 h / 75 - 80 °C

4.1: ammonium hydroxide / acetone; water / 0 - 5 °C

With chlorosulfonic acid; ammonium hydroxide; hydroxylamine hydrochloride; acetic acid; sodium hydroxide; zinc; In methanol; water; acetone;

Reference yield:

3-(4'-chlorophenyl)-1-isoindolinone (2224-77-3) → 3-(3'-sulfamyl-4'-chlorophenyl)phthalimidine (82875-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorosulfonic acid / 0 - 80 °C

1.2: 2 h / 75 - 80 °C

2.1: ammonium hydroxide / acetone; water / 0 - 5 °C

With chlorosulfonic acid; ammonium hydroxide; In water; acetone;

upstream raw materials:

4-(4-chlorophenyl)-1H-2,3-benzoxazin-1-one

2-(4-chlorobenzoyl)benzoic acid

3-(4'-chlorophenyl)-1-isoindolinone

Refernces