2-Amino-5-chloropyridine-3-sulfonyl chloride

Base Information

• Chemical Name: 2-Amino-5-chloropyridine-3-sulfonyl chloride
• CAS No.: 163137-45-9
• Molecular Formula: C₅H₄Cl₂N₂O₂S
• Molecular Weight: 227.071
• Hs Code.: 2933399990
• European Community (EC) Number: 834-568-3
• DSSTox Substance ID: DTXSID00598533
• Wikidata: Q82494301
• Mol file: 163137-45-9.mol

Synonyms:163137-45-9;2-amino-5-chloropyridine-3-sulfonyl chloride;2-Amino-5-chloro-pyridine-3-sulfonyl chloride;2-amino-5-chloro-3-Pyridinesulfonyl chloride;SCHEMBL9256811;DTXSID00598533;MFCD12402514;AKOS015855018;AS-9656;2-amino-5-chloropyridine-3-sulfonylchloride;DB-064488;CS-0261524;EN300-78833;2-Amino-5-chloro-pyridine-3-sulphonyl chloride

Chemical Property of 2-Amino-5-chloropyridine-3-sulfonyl chloride

Chemical Property:

• PSA: 81.43000
• LogP: 2.90670
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 225.9370539
• Heavy Atom Count: 12
• Complexity: 251

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-5-chloropyridine-3-sulfonyl chloride

There total 1 articles about 2-Amino-5-chloropyridine-3-sulfonyl chloride 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: 51.0%

5-chloro-2-pyridylamine (1072-98-6) → 2-amino-5-chloropyridine-3-sulfonyl chloride (163137-45-9)

Guidance literature:

With chlorosulfonic acid; at 0 ℃; for 3h; Reflux;

DOI:10.1515/hc-2016-0102

Reference yield:

2-amino-5-chloropyridine-3-sulfonyl chloride (163137-45-9) → 3-benzylamino-7-chloro-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxide

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent aq. NH₃ / 0.5 h

2: 80 percent / dioxane; dimethylformamide / 3 h / Heating

3: 86 percent / Heating

With ammonium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Substitution / 2: cyclocondensation / 3: Substitution;

DOI:10.1021/jm991069o

Reference yield:

2-amino-5-chloropyridine-3-sulfonyl chloride (163137-45-9) → 7-chloro-3-(R)-(1-phenylethylamino)-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxide

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent aq. NH₃ / 0.5 h

2: 80 percent / dioxane; dimethylformamide / 3 h / Heating

3: 91 percent / Heating

With ammonium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Substitution / 2: cyclocondensation / 3: Substitution;

DOI:10.1021/jm991069o

upstream raw materials:

5-chloro-2-pyridylamine

Downstream raw materials:

2-amino-5-chloropyridine-3-sulfonamide

[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