2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride

Base Information

• Chemical Name: 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride
• CAS No.: 1032678-01-5
• Molecular Formula: C₃₀H₃₇N₂O₂*Cl
• Molecular Weight: 493.089
• Mol file: 1032678-01-5.mol

Synonyms:2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride

Chemical Property of 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride

Chemical Property:

Purity/Quality:

95%, ^*data from raw suppliers

Cy3carboxylicacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Cy3 carboxylic acid is a free non-activated dye and can be used as a non-reactive fluorophore for experiment controls and instrument calibration. It is a non-sulfonated reagent with good solubility in organic solvents and limited aquous solubility.

Technology Process of 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride

There total 3 articles about 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium 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: 60.0%

1-(5-carboxypentyl)-2,3,3-trimethylindoleninium bromide + 1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + N,N'-diphenylformamidine (864131-95-3) → 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride (1032678-01-5)

Guidance literature:

1-(5-carboxypentyl)-2,3,3-trimethylindoleninium bromide; N,N'-diphenylformamidine; With acetic anhydride; at 120 ℃; for 0.5h;

1,2,3,3-tetramethyl-3H-indolium iodide; With pyridine; acetic anhydride; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200701190

Reference yield:

2,3,3-trimethylindoleniune (1640-39-7) → 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride (1032678-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitromethane / 12 h / 20 °C / Inert atmosphere

2.1: acetic anhydride / 0.5 h / 120 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With acetic anhydride; In nitromethane;

DOI:10.1021/ja4042077

Reference yield:

6-bromohexanoic acid (4224-70-8) → 2-[3-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride (1032678-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nitromethane / 12 h / 80 °C

2.1: acetic anhydride / 0.5 h / 120 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With acetic anhydride; In nitromethane;

DOI:10.1021/ja4042077

upstream raw materials:

1,2,3,3-tetramethyl-3H-indolium iodide

N,N'-diphenylformamidine

6-bromohexanoic acid

2,3,3-trimethylindoleniune

Downstream raw materials:

2-[3-(1,3,3-trimethyl-2,3-dihydroindol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride

2-[3-(1,3,3-trimethyl-2,3-dihydroindol-2-ylidene)-1-propenyl]-3,3-dimethyl-1-[5-(trans-4-hydroxycyclohexylaminocarbonyl)pentyl]-3H-indolium hexafluorophosphate

Refernces

• 1、 -. "COVALENTLY PATTERNED GRAPHENE SURFACES BY A FORCE ACCELERATED CYCLOADDITION REACTION". Sheet 6. . Retrieved 2015/09/22.