3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene

Base Information

• Chemical Name: 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene
• CAS No.: 290326-06-6
• Molecular Formula: C₂₉H₂₇N₇O₁₂S₃
• Molecular Weight: 761.771

Synonyms:3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene

Chemical Property of 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene

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SDS file from LookChem

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Technology Process of 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene

There total 5 articles about 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene 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: 93.0%

N,N-bis(2-chloroethyl)-2-nitrobenzenesulfonamide (455890-94-5) + C19H17N5O8S2 → 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1(14),11(15),12-triene (290326-06-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

Reference yield: 87.0%

2,6-bis-(bromomethyl)pyridine (7703-74-4) + N1,N3,N5-tris(2-nitrobenzenesulfonyl)-1,5-diamino-3-azapentane (210303-79-0) → 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1(14),11(15),12-triene (290326-06-6)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/S0040-4020(01)00328-3

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → 3,6,9-tris-(2-nitro-benzenesulfonyl)-3,6,9,15-tetraaza-bicyclo[9.3.1]pentadeca-1(14),11(15),12-triene (290326-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaHCO₃ / tetrahydrofuran / 96 h / 20 °C

2: 76 percent / Na₂CO₃ / dimethylformamide / 100 °C

With sodium hydrogencarbonate; sodium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: cyclocondensation;

DOI:10.1016/S0040-4039(00)01272-7

upstream raw materials:

2,6-bis-(bromomethyl)pyridine

N¹,N³,N⁵-tris(2-nitrobenzenesulfonyl)-1,5-diamino-3-azapentane

2-Nitrobenzenesulfonyl chloride

2,6-bis(aminomethyl)pyridine

Downstream raw materials:

3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁴⁾,11⁽¹⁵⁾,12-triene

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