1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate

Base Information

• Chemical Name: 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate
• CAS No.: 55899-13-3
• Molecular Formula: C14H17BrN2O3S
• Molecular Weight: 373.271
• European Community (EC) Number: 875-374-9
• Mol file: 55899-13-3.mol

Synonyms:55899-13-3;1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate;1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate;3-bromopyridin-1-ium-1-amine;2,4,6-trimethylbenzenesulfonate;C14H17BrN2O3S;CMDGFAPRZQBXJY-UHFFFAOYSA-M;AMY34579;MFCD28502700;AKOS025291329;DS-7664;SB21084;CS-0052642;P15132;EN300-1272084;A924108;1-amino-3-bromopyridinium 2,4,6-trimethylbenzenesulfonate;N-amino-3-bromopyridinium 2,4,6-trimethylbenzenesulfonate;1-Amino-3-bromopyridin-1-ium2,4,6-trimethylbenzenesulfonate;3-Bromopyridin-1-ium-1-amine 2,4,6-trimethylbenzenesulfonate

Chemical Property of 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate

Chemical Property:

• PSA: 95.48000
• LogP: 3.62830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 372.01433
• Heavy Atom Count: 21
• Complexity: 317

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Amino-3-bromopyridin-1-ium2,4,6-trimethylbenzenesulfonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)[O-])C.C1=CC(=C[N+](=C1)N)Br

Technology Process of 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate

There total 3 articles about 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate 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: 100.0%

3-Bromopyridine (626-55-1,163928-56-1) + mesitylenesulfonylhydroxylamine (36016-40-7) → 1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate (55899-13-3)

Guidance literature:

3-Bromopyridine; mesitylenesulfonylhydroxylamine; In acetonitrile; at 30 ℃; for 0.0166667h; Flow reactor;

With sodium hydroxide; In N,N-dimethyl-formamide; at 30 ℃; for 0.0433333h; Flow reactor;

DOI:10.1055/s-0036-1588799

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) + ethyl O-(2-mesitylenesulfonyl)acetohydroxamate (38202-27-6) → 1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate (55899-13-3)

Guidance literature:

ethyl O-(2-mesitylenesulfonyl)acetohydroxamate; With perchloric acid; In 1,4-dioxane; water; at 0 ℃; for 0.5h; Inert atmosphere;

3-Bromopyridine; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine (36016-39-4) → 1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate (55899-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 0 °C / Inert atmosphere

2: dichloromethane / 0 °C / Inert atmosphere; Reflux

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/acs.orglett.2c00035

upstream raw materials:

3-Bromopyridine

mesitylenesulfonylhydroxylamine

ethyl O-(2-mesitylenesulfonyl)acetohydroxamate

N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine

Downstream raw materials:

4-bromopyrazolo[1,5-a]pyridine-3-carbonitrile

6-bromopyrazolo[1,5-a]pyridine-3-carbonitrile

ethyl 6-bromopyrazolo[1,5-a]pyridine-3-carboxylate

methyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate

Refernces

• 1、 -. "SUBSTITUTED FUSED AROMATIC RING DERIVATIVE, COMPOSITION AND USE THEREOF". Paragraph 0183-0185. . Retrieved 2021/11/04.
• 2、 -. "PYRAZOLOPYRIDINE DERIVATIVE OR PHARMACOLOGICALLY ACCEPTABLE SALT THEREOF". Paragraph 0423; 0424. . Retrieved 2014/01/07.