3',6'-Bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

Base Information

• Chemical Name: 3',6'-Bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• CAS No.: 150322-05-7
• Molecular Formula: C25H22 N2 O5
• Molecular Weight: 430.46
• DSSTox Substance ID: DTXSID60404868
• Nikkaji Number: J1.482.994F
• Wikidata: Q72445153
• Mol file: 150322-05-7.mol

Synonyms:150322-05-7;3',6'-bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid;3',6'-Bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid;Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-5-carboxylic acid, 3',6'-bis(dimethylamino)-3-oxo-;ST067127;SCHEMBL16974362;DTXSID60404868;BCP08299;HY-D0941;MFCD04221426;AKOS024283398;5(6)-Tetramethylrhodaminecarboxylic Acid;MS-27647;PD164872;SY333000;CS-0021775;3 inverted exclamation mark ,6 inverted exclamation mark -Bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9 inverted exclamation mark -xanthene]-5-carboxylic Acid;3',6'-Bis(Dimethylamino)-1-oxo-spiro[isobenzofuran-3,9'-xanthene]-5-carboxylic acid;3',6'-bis(dimethylamino)-3-oxo-spiro[isobenzofuran-1,9'-xanthene]-5-carbox

Chemical Property of 3',6'-Bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

Chemical Property:

• Boiling Point: 694.4±55.0 °C(Predicted)
• PKA: 3.76±0.20(Predicted)
• PSA: 97.05000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: 3.72780
• Solubility.: DMSO: soluble
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 430.15287181
• Heavy Atom Count: 32
• Complexity: 723

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)C(=O)O)C(=O)O3)C5=C(O2)C=C(C=C5)N(C)C
• Uses: A long-wavelength dye

Technology Process of 3',6'-Bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid

There total 1 articles about 3',6'-Bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid 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: 36.0%

3-Dimethylaminophenol (99-07-0) + trimellitic Anhydride (552-30-7,145253-53-8) → 3',6'-bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid (150322-05-7)

Guidance literature:

In toluene; for 12h; Heating;

DOI:10.1039/b309196a

Reference yield: 70.3%

6-amino-1-(4-(hydroxymethyl)-4-((tris(4-methoxyphenyl)methoxy)methyl)piperidin-1-yl)hexan-1-one + 3',6'-bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid (150322-05-7) → 3',6'-bis(dimethylamino)-N-(6-(4-(hydroxymethyl)-4-((tris(4-methoxyphenyl) methoxy)methyl)piperidin-1-yl)-6-oxohexyl)-3-oxo-3-spiro[isobenzofuran-1,9'-xanthene]-5-carboxamide

Guidance literature:

3',6'-bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 2h;

6-amino-1-(4-(hydroxymethyl)-4-((tris(4-methoxyphenyl)methoxy)methyl)piperidin-1-yl)hexan-1-one; In dichloromethane; for 18h;

Reference yield: 58.0%

C20H33N3O5S + 3',6'-bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid (150322-05-7) → C40H45N5O7S

Guidance literature:

C₂₀H₃₃N₃O₅S; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

3',6'-bis(dimethylamino)-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid; With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1002/anie.201707972

upstream raw materials:

3-Dimethylaminophenol

trimellitic Anhydride

Refernces