2-Amino-5-chloropyridine-3-sulfonamide

Base Information

• Chemical Name: 2-Amino-5-chloropyridine-3-sulfonamide
• CAS No.: 163137-44-8
• Molecular Formula: C₅H₆ClN₃O₂S
• Molecular Weight: 207.641
• Hs Code.: 2935009090
• European Community (EC) Number: 692-315-0
• DSSTox Substance ID: DTXSID70381494
• Wikidata: Q82172352
• ChEMBL ID: CHEMBL5022288
• Mol file: 163137-44-8.mol

Synonyms:2-amino-5-chloropyridine-3-sulfonamide;163137-44-8;2-AMINO-5-CHLORO-3-PYRIDINESULFONAMIDE;2-Amino-5-chloro-pyridine-3-sulfonic acid amide;C5H6ClN3O2S;3-Pyridinesulfonamide,2-amino-5-chloro-;SCHEMBL6619882;CHEMBL5022288;DTXSID70381494;SUXWIRGLOFKIRJ-UHFFFAOYSA-N;MFCD03086211;AKOS015855019;AS-5500;2-amino-5-chloro-3-pyridinesulphonamide;2-amino-5-chloropyridine-3- sulfonamide;CS-0222632;FT-0611156;EN300-112031;A882643

Chemical Property of 2-Amino-5-chloropyridine-3-sulfonamide

Chemical Property:

• Vapor Pressure: 3.52E-08mmHg at 25°C
• Boiling Point: 446.9°C at 760 mmHg
• Flash Point: 224.1°C
• PSA: 107.45000
• Density: 1.65g/cm³
• LogP: 2.32690
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 206.9869253
• Heavy Atom Count: 12
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-5-chloro-pyridine-3-sulfonicAcidamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1S(=O)(=O)N)N)Cl

Technology Process of 2-Amino-5-chloropyridine-3-sulfonamide

There total 2 articles about 2-Amino-5-chloropyridine-3-sulfonamide 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:

2-amino-5-chloropyridine-3-sulfonyl chloride (163137-45-9) → 2-amino-5-chloropyridine-3-sulfonamide (163137-44-8)

Guidance literature:

With ammonium hydroxide; for 0.5h;

DOI:10.1021/jm991069o

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 2-amino-5-chloropyridine-3-sulfonamide (163137-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ClSO₃H / 3 h / Heating

2: 10 percent aq. NH₃ / 0.5 h

With chlorosulfonic acid; ammonium hydroxide; 1: chlorosulfonation / 2: Substitution;

DOI:10.1021/jm991069o

Reference yield:

2-amino-5-chloropyridine-3-sulfonamide (163137-44-8) → (7-chloro-1,1-dioxo-1,4-dihydro-1λ6-pyrido[2,3-e][1,2,4]thiadiazin-3-yl)-(1-cyclohexyl-ethyl)-amine

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / dioxane; dimethylformamide / 3 h / Heating

2: 78 percent / Heating

In 1,4-dioxane; N,N-dimethyl-formamide; 1: cyclocondensation / 2: Substitution;

DOI:10.1021/jm991069o

upstream raw materials:

2-amino-5-chloropyridine-3-sulfonyl chloride

5-chloro-2-pyridylamine

Downstream raw materials:

[2-(4-bromo-2-fluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester

[2-(3-nitrobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester

[2-(4-(trifluoromethyl)benzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester

[2-(2,4,5-trifluorobenzyl)-7-chloro-3,4-dihydro-2H-pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxid-4-yl] acetic acid methyl ester

Refernces

• 1、 Chen, Xin,Yang, Yanchun,Ma, Bing,Zhang, Shuzhen,He, Minlan,Gui, Dequan,Hussain, Saghir,Jing, Chaojun,Zhu, Changjin,Yu, Qun,Liu, Yan. "Design and synthesis of potent and selective aldose reductase inhibitors based on pyridylthiadiazine scaffold". experimental part. p. 1536 - 1544. Retrieved 2011/05/06.