N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide
• CAS No.: 211512-09-3
• Molecular Formula: C₂₀H₂₀N₄O₆S
• Molecular Weight: 444.468
• Mol file: 211512-09-3.mol

Synonyms:N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide

Chemical Property of N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide

There total 1 articles about N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide 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: 34.0%

2.6-bis(hydroxymethyl)pyridine (1195-59-1) + diethyl diazodicarboxylate (4143-61-7,218603-74-8) + 2-Nitrobenzenesulfonamide (5455-59-4) → N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide (211512-09-3)

Guidance literature:

2.6-bis(hydroxymethyl)pyridine; diethyl diazodicarboxylate; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.5h;

2-Nitrobenzenesulfonamide; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4020(98)00441-4

Reference yield: 89.0%

p-toluenesulfonyl chloride (98-59-9) + N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide (211512-09-3) → N,N-bis{[6-(p-tosyloxymethyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide (211512-10-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00441-4

Reference yield:

N,N-bis[[6-(hydroxymethyl)pyridin-2-yl]methyl]2-nitrobenzenesulfonamide (211512-09-3) → 3,10,18-tris(2-nitrobenzenesulfonyl)-6-(tert-butoxycarbonyl)-3,6,10,18,24,25-hexaazatricyclo[18.3.11,20.112,16]pentacosa-1(24),12(25),13,15,20,22-hexaene (211512-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaOH / tetrahydrofuran; H₂O / 3 h / 0 - 20 °C

2: 77 percent / Cs₂CO₃ / dimethylformamide / 20 °C

With sodium hydroxide; caesium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Tosylation / 2: Cyclization;

DOI:10.1016/S0040-4020(98)00441-4

upstream raw materials:

2.6-bis(hydroxymethyl)pyridine

diethyl diazodicarboxylate

2-Nitrobenzenesulfonamide

Downstream raw materials:

N,N-bis{[6-(p-tosyloxymethyl)pyridin-2-yl]methyl}-2-nitrobenzenesulfonamide

3,10,18-tris(2-nitrobenzenesulfonyl)-6-(tert-butoxycarbonyl)-3,6,10,18,24,25-hexaazatricyclo[18.3.1^1,20.1^12,16]pentacosa-1⁽²⁴⁾,12⁽²⁵⁾,13,15,20,22-hexaene

3,12,20-tris(2-nitrobenzenesulfonyl)-7-(tert-butoxycarbonyl)-3,7,12,20,26,27-hexaazatricyclo[20.3.1^1,22.1^14,18]heptacosa-1⁽²⁶⁾,14⁽²⁷⁾,15,17,22,24-hexaene

3,6,10,18-tetrakis(2-nitrobenzenesulfonyl)-3,6,10,18,24,25-hexaazatricyclo[18.3.1^1,20.1^12,16]pentacosa-1⁽²⁴⁾,12⁽²⁵⁾,13,15,20,22-hexaene