5-Aminotetramethyl Rhodamine

Base Information

• Chemical Name: 5-Aminotetramethyl Rhodamine
• CAS No.: 167095-10-5
• Molecular Formula: C₂₄H₂₃N₃O₃
• Molecular Weight: 401.465
• DSSTox Substance ID: DTXSID50408315
• Mol file: 167095-10-5.mol

Synonyms:167095-10-5;5-Aminotetramethyl Rhodamine;6-amino-3',6'-bis(dimethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 5-amino-3',6'-bis(dimethylamino)-;5-Amino-3',6'-bis(dimethylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one;5(6)-Amino-TAMRA;DTXSID50408315;MFCD31656726;123379-86-2;FT-0662077

Chemical Property of 5-Aminotetramethyl Rhodamine

Chemical Property:

• Vapor Pressure: 1.23E-17mmHg at 25°C
• Refractive Index: 1.712
• Boiling Point: 666.6 °C at 760 mmHg
• PKA: 4.17±0.20(Predicted)
• Flash Point: 357 °C
• PSA: 85.54000
• Density: 1.36 g/cm³
• LogP: 2.82930
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 401.17394160
• Heavy Atom Count: 30
• Complexity: 636

Purity/Quality:

98%Min ^*data from raw suppliers

5-AminotetramethylRhodamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)N)C(=O)O3)C5=C(O2)C=C(C=C5)N(C)C
• Uses: Synthetic Intermediate Building block

Technology Process of 5-Aminotetramethyl Rhodamine

There total 6 articles about 5-Aminotetramethyl Rhodamine 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:

4-nitrophthalic anhydride (5466-84-2) → C24H23N3O3 (167095-10-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) conc. H₂SO₄ / 1) toluene, reflux, 6 h; 2) reflux, 8 h

2: H₂ / Pd/C / acetic acid / 5 h / Ambient temperature

3: 1.) pyridine, 2.) aq. NaOH / 1) room temperature, 16 h; 2) methanol, reflux, 1 h

4: trimethylsilyl polyphosphate / dimethylformamide / 4 h / 130 °C

5: conc. HCl / acetic acid / 1 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; trimethylsilylphosphate; sulfuric acid; hydrogen; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide;

Reference yield:

4-nitrophthalic acid (610-27-5) → C24H23N3O3 (167095-10-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / acetic anhydride / 1) 60 deg C, 1 h; 2) reflux, 10 min

2: 2.) conc. H₂SO₄ / 1) toluene, reflux, 6 h; 2) reflux, 8 h

3: H₂ / Pd/C / acetic acid / 5 h / Ambient temperature

4: 1.) pyridine, 2.) aq. NaOH / 1) room temperature, 16 h; 2) methanol, reflux, 1 h

5: trimethylsilyl polyphosphate / dimethylformamide / 4 h / 130 °C

6: conc. HCl / acetic acid / 1 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; trimethylsilylphosphate; sulfuric acid; hydrogen; acetic anhydride; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide;

Reference yield:

methyl 2-(4'-dimethylamino-2'-hydroxybenzoyl)-5-nitrobenzoate (159435-03-7) → C24H23N3O3 (167095-10-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / acetic acid / 5 h / Ambient temperature

2: 1.) pyridine, 2.) aq. NaOH / 1) room temperature, 16 h; 2) methanol, reflux, 1 h

3: trimethylsilyl polyphosphate / dimethylformamide / 4 h / 130 °C

4: conc. HCl / acetic acid / 1 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; trimethylsilylphosphate; hydrogen; palladium on activated charcoal; In acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

C₂₆H₂₅N₃O₄

4-nitrophthalic anhydride

4-nitrophthalic acid

5-Amino-2-(4-dimethylamino-2-hydroxy-benzoyl)-benzoic acid methyl ester

Refernces