N-Chloro-p-toluenesulfonamide

Base Information

• Chemical Name: N-Chloro-p-toluenesulfonamide
• CAS No.: 144-86-5
• Molecular Formula: C7H8 Cl N O2 S
• Molecular Weight: 205.665
• Hs Code.: 2935009090
• UNII: UF17KA8AC5
• DSSTox Substance ID: DTXSID9047627
• Nikkaji Number: J135.756E
• Wikidata: Q27124208
• Metabolomics Workbench ID: 58755
• ChEMBL ID: CHEMBL1625750
• Mol file: 144-86-5.mol

Synonyms:N-Chloro-p-toluenesulfonamide;N-chloro-4-methylbenzenesulfonamide;144-86-5;tosylchloramide;Benzenesulfonamide, N-chloro-4-methyl-;N-chlorotoluene-p-sulfonamide;UNII-UF17KA8AC5;UF17KA8AC5;p-Toluenesulfonamide, N-chloro-;CHEBI:53782;N-chloro-4-methylbenzene-1-sulfonamide;SCHEMBL43534;CHEMBL1625750;DTXSID9047627;TOSYLCHLORAMIDE [WHO-DD];n-chloro-4-methyl-benzenesulfonamide;AKOS004909750;DB14708;LS-6885;N-Chloro-4-Toluenesulfonamide, Sodium salt;EN300-215534;SR-01000944411;SR-01000944411-1;Q27124208

Chemical Property of N-Chloro-p-toluenesulfonamide

Chemical Property:

• Vapor Pressure: 1.12E-05mmHg at 25°C
• Boiling Point: 355.7°Cat760mmHg
• Flash Point: 168.9°C
• PSA: 54.55000
• Density: g/cm³
• LogP: 2.89880
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.9964274
• Heavy Atom Count: 12
• Complexity: 226

Purity/Quality:

98%min ^*data from raw suppliers

CHLORAMINE-T 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NCl

Technology Process of N-Chloro-p-toluenesulfonamide

There total 8 articles about N-Chloro-p-toluenesulfonamide 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:

N-chloro-2,6-dimethylpiperidine (6830-30-4) + toluene-4-sulfonamide (70-55-3) → N-chloro-4-methylbenzenesulfonamide (144-86-5) + 2.6-dimethylpiperidine (504-03-0)

Guidance literature:

In water; Rate constant;

DOI:10.1002/jps.2600810712

Reference yield:

1-chloro-2,2,6,6-tetramethylpiperidine (32579-76-3) + toluene-4-sulfonamide (70-55-3) → 2,2,6,6-tetramethyl-piperidine (768-66-1) + N-chloro-4-methylbenzenesulfonamide (144-86-5)

Guidance literature:

In water; Rate constant;

DOI:10.1002/jps.2600810712

Reference yield:

chloro-diisopropyl-amine (24948-81-0) + toluene-4-sulfonamide (70-55-3) → N-chloro-4-methylbenzenesulfonamide (144-86-5) + diisopropylamine (108-18-9)

Guidance literature:

In water; Rate constant;

DOI:10.1002/jps.2600810713

upstream raw materials:

tert-butylhypochlorite

toluene-4-sulfonamide

chloro-diisopropyl-amine

N-chloro-2,6-dimethylpiperidine

Downstream raw materials:

<(1S)-(1,2,4/3,5)-3,4-Dibenzyloxy-5-benzyloxymethyl-2-p-toluenesulfonamido-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(1S,2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-(toluene-4-sulfonylamino)-cyclohexyloxy]-tetrahydro-pyran-2-ylmethyl ester

<(1R)-(1,2,4/3,5)-3,4-Dibenzyloxy-5-benzyloxymethyl-2-p-toluenesulfonamido-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(1R,2R,3S,4S,5S)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-(toluene-4-sulfonylamino)-cyclohexyloxy]-tetrahydro-pyran-2-ylmethyl ester

Refernces

• 1、 Dannan,Hussain,Crooks,Dittert. "Structure-activity considerations in kinetics and mechanism of chlorine exchange between chloramine-T and secondary amines". . p. 657 - 660. Retrieved 2007/10/02.