Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-
• CAS No.: 174291-97-5
• Molecular Formula: C13H20N2O2S
• Molecular Weight: 268.38
• European Community (EC) Number: 689-252-6
• DSSTox Substance ID: DTXSID80584873
• Nikkaji Number: J1.669.538F
• Wikidata: Q82476613
• Mol file: 174291-97-5.mol

Synonyms:174291-97-5;(1S,2S)-(+)-N-p-Tosyl-1,2-cyclohexanediamine;Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-;N-[(1S,2S)-2-AMINOCYCLOHEXYL]-4-METHYLBENZENESULFONAMIDE;N-((1S,2S)-2-Aminocyclohexyl)-4-methylbenzenesulfonamide;(1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE;SCHEMBL419813;DTXSID80584873;ZGA29197;MFCD09265104;CS-0093712;D86559;A1-02246;(1S,2S)-(+)-N-p-Tosyl-1,2-cyclohexanediamine, 97%;(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diaminocyclohexane;N-[(1S,2S)-2-Aminocyclohexyl]-4-methylbenzene-1-sulfonamide

Chemical Property of Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-

Chemical Property:

• Melting Point: 106-110°C
• Boiling Point: 417.4±55.0 °C(Predicted)
• PKA: 11.69±0.40(Predicted)
• PSA: 80.57000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 3.71520
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 268.12454906
• Heavy Atom Count: 18
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

(1S,2S)-(+)-N-p-Tosyl-1,2-cyclohexanediamine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2CCCCC2N
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@H]2CCCC[C@@H]2N

Technology Process of Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-

There total 6 articles about Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl- 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: 94.0%

p-toluenesulfonyl chloride (98-59-9) + (R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt (32044-22-7,39961-95-0) → N-[(1S,2S)-2-aminocyclohexan-1-yl]-4-methylbenzenesulfonamide (174291-97-5,58825-94-8)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0957-4166(98)00431-5

Reference yield: 91.0%

4-Methyl-N-[(1S,2S)-2-((R)-1-phenyl-ethylamino)-cyclohexyl]-benzenesulfonamide (871086-12-3) → N-[(1S,2S)-2-aminocyclohexan-1-yl]-4-methylbenzenesulfonamide (174291-97-5,58825-94-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 8h; Heating;

DOI:10.1016/j.tetlet.2005.09.089

Reference yield: 76.0%

(S,S)-1,2-diaminocyclohexane (21436-03-3) + p-toluenesulfonyl chloride (98-59-9) → N-[(1S,2S)-2-aminocyclohexan-1-yl]-4-methylbenzenesulfonamide (174291-97-5,58825-94-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo101717m

upstream raw materials:

p-toluenesulfonyl chloride

(R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt

4-Methyl-N-[(1S,2S)-2-((R)-1-phenyl-ethylamino)-cyclohexyl]-benzenesulfonamide

cyclohexyl-N-tosyl aziridine

Downstream raw materials:

(S,S,S,S)-N,N'-bis(2-(p-toluenesulfonylamino)cyclohexyl)trimethylenediamine

(S, S, S, S)-N, N'-bis(2-(p-toluenesulfonylamino)cyclohexyl)ethylenediamine

N-((1S,2S)-2-(3-((1S,2S)-2-(dimethylamino)cyclohexyl)thioureido)cyclohexyl)-4-methylbenzenesulfonamide