N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide

Base Information

• Chemical Name: N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide
• CAS No.: 13698-56-1
• Molecular Formula: C9H14N2O4S
• Molecular Weight: 246.287
• DSSTox Substance ID: DTXSID20431610
• Nikkaji Number: J1.642.008E
• Wikidata: Q82245538
• ChEMBL ID: CHEMBL319632
• Mol file: 13698-56-1.mol

Synonyms:CHEMBL319632;N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide;13698-56-1;N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide;SCHEMBL5943668;DTXSID20431610;PBLGWDFXCCRJAV-UHFFFAOYSA-N;BDBM50106803;N-[5-(2-AMINO-1-HYDROXYETHYL)-2-HYDROXYPHENYL]METHANESULFONAMIDE;2-(Methylsulfonylamino)-4-(1-hydroxy-2-aminoethyl)phenol;N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamid;N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxyphenyl]-methanesulfonamid;N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxyphenyl]-methanesulfonamide;N-[5-(2-amino-1hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide;N-[5-(-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide

Chemical Property of N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide

Chemical Property:

• XLogP3: -1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 246.06742811
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=C(C=CC(=C1)C(CN)O)O

Technology Process of N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide

There total 16 articles about N-[5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl]methanesulphonamide 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: 91.0%

N-[2-benzyloxy-5-(2-dibenzylamino-1-hydroxyethyl)phenyl]methanesulfonamide (373359-50-3) → N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (13698-56-1)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 2h; Heating;

DOI:10.1016/S0968-0896(01)00114-6

Reference yield:

N-[2-benzyloxy-5-(2-dibenzylamino-1-oxoethyl)phenyl]methanesulfonamide (14336-30-2) → N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (13698-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaBH₄ / methanol / 2 h / 20 °C

2: 91 percent / ammonium formate / 10 percent Pd/C / methanol / 2 h / Heating

With sodium tetrahydroborate; ammonium formate; palladium on activated charcoal; In methanol;

DOI:10.1016/S0968-0896(01)00114-6

Reference yield:

N-[2-benzyloxy-5-(2-chloro-1-oxoethyl)phenyl]methanesulfonamide → N-[5-(2-Amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (13698-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / dimethylformamide / 2 h / 60 °C

2: 90 percent / NaBH₄ / methanol / 2 h / 20 °C

3: 91 percent / ammonium formate / 10 percent Pd/C / methanol / 2 h / Heating

With sodium tetrahydroborate; ammonium formate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(01)00114-6

upstream raw materials:

N-[2-benzyloxy-5-(2-dibenzylamino-1-hydroxyethyl)phenyl]methanesulfonamide

N-[2-benzyloxy-5-(2-dibenzylamino-1-oxoethyl)phenyl]methanesulfonamide

5-[4-(4-oxopiperidin-1-yl)benzyl]thiazolidine-2,4-dione

5-[4-(4-oxopiperidin-1-yl)benzylidene]thiazolidine-2,4-dione

Downstream raw materials:

N-[2-Hydroxy-5-[1-hydroxy-2-[[6-[4-(2-quinolinyl)butoxy]hexyl]amino]ethyl]phenyl]methanesulphonamide, benzoate salt

N-[5-[2-[[6-[[6-(2-furanyl)hexyl]oxy]hexyl]amino]-1-hydroxyethyl]-2-hydroxyphenyl]methanesulphonamide, benzoate salt

N-[2-Hydroxy-5-[1-hydroxy-2-[[6-[(3-phenylpropyl)thio]hexyl]amino]ethyl]phenyl]methanesulphonamide benzoate salt