2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate

Base Information

• Chemical Name: 2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate
• CAS No.: 86394-98-1
• Molecular Formula: C14H16N2O4S2
• Molecular Weight: 340.424
• ChEMBL ID: CHEMBL312813
• DSSTox Substance ID: DTXSID60530893
• Nikkaji Number: J245.766K
• Wikidata: Q82402327
• Mol file: 86394-98-1.mol

Synonyms:CHEMBL312813;86394-98-1;SCHEMBL7935106;2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate;DTXSID60530893;BDBM50405843

Chemical Property of 2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 340.05514934
• Heavy Atom Count: 22
• Complexity: 513

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)OC2=CC3=C(C=C2)N=C(S3)S(=O)(=O)N

Technology Process of 2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate

There total 4 articles about 2-Sulfamoyl-1,3-benzothiazol-6-yl cyclohexanecarboxylate 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:

6-ethoxybenzothiazole-2-sulfonamide (452-35-7) → (2-sulfamoyl-6-benzothiazolyl) cyclohexanecarboxylate (86394-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / AlCl₃ / 1,2-dichloro-ethane / 20 h / 25 °C

2: 18 percent / pyridine, 4-(dimethylamino)pyridine / 1.5 h / 25 °C

With pyridine; dmap; aluminium trichloride; In 1,2-dichloro-ethane;

DOI:10.1021/jm00131a011

Reference yield:

6-ethoxy-2-mercaptobenzothiazole (120-53-6) → (2-sulfamoyl-6-benzothiazolyl) cyclohexanecarboxylate (86394-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: conc. NH₄OH, NaOCl, 2.01 M aq. NaOH / 0.25 h / 0 - 5 °C

2: 80 percent / KMnO₄, 1 N H₂SO₄ / acetone; H₂O / 1 h / pH=8.0 - 8.1

3: 66 percent / AlCl₃ / 1,2-dichloro-ethane / 20 h / 25 °C

4: 18 percent / pyridine, 4-(dimethylamino)pyridine / 1.5 h / 25 °C

With pyridine; dmap; ammonium hydroxide; sodium hydroxide; sodium hypochlorite; potassium permanganate; sulfuric acid; aluminium trichloride; In water; 1,2-dichloro-ethane; acetone;

DOI:10.1021/jm00131a011

Reference yield:

6-ethoxy-2-benzothiazolesulfenamide (5304-15-4) → (2-sulfamoyl-6-benzothiazolyl) cyclohexanecarboxylate (86394-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / KMnO₄, 1 N H₂SO₄ / acetone; H₂O / 1 h / pH=8.0 - 8.1

2: 66 percent / AlCl₃ / 1,2-dichloro-ethane / 20 h / 25 °C

3: 18 percent / pyridine, 4-(dimethylamino)pyridine / 1.5 h / 25 °C

With pyridine; dmap; potassium permanganate; sulfuric acid; aluminium trichloride; In water; 1,2-dichloro-ethane; acetone;

DOI:10.1021/jm00131a011

upstream raw materials:

6-ethoxybenzothiazole-2-sulfonamide

6-ethoxy-2-mercaptobenzothiazole

6-ethoxy-2-benzothiazolesulfenamide

Refernces

• 1、 -. "Benzothiazolesulfonamide derivatives for the topical treatment of elevated intraocular pressure". . . Retrieved 2008/06/13.