4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone

Base Information

• Chemical Name: 4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone
• CAS No.: 166442-36-0
• Molecular Formula: C₁₈H₁₈N₂O₅
• Molecular Weight: 342.351
• DSSTox Substance ID: DTXSID601166522
• Mol file: 166442-36-0.mol

Synonyms:166442-36-0;4'-ACETAMIDO-2'-CARBOXY-4-DIMETHYLAMINO-2-HYDROXYBENZOPHENONE;5-acetamido-2-[4-(dimethylamino)-2-hydroxybenzoyl]benzoic acid;Benzoic acid, 5-(acetylamino)-2-[4-(dimethylamino)-2-hydroxybenzoyl]-;RLVHXZUZNQEOCM-UHFFFAOYSA-N;DTXSID601166522;5-(Acetylamino)-2-[4-(dimethylamino)-2-hydroxybenzoyl]benzoic Acid;AKOS025294675;CS-T-00151;FT-0660977;?4Acetamido-2carboxy-4-dimethylamino-2-hydroxybenzophenone

Chemical Property of 4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone

Chemical Property:

• Vapor Pressure: 4.51E-18mmHg at 25°C
• Melting Point: 218-220 °C
• Refractive Index: 1.671
• Boiling Point: 655.4 °C at 760 mmHg
• Flash Point: 350.2 °C
• PSA: 106.94000
• Density: 1.371 g/cm³
• LogP: 2.41880
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 342.12157168
• Heavy Atom Count: 25
• Complexity: 522

Purity/Quality:

98%Min ^*data from raw suppliers

4’-Acetamido-2’-carboxy-4-dimethylamino-2-hydroxybenzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)C(=O)C2=C(C=C(C=C2)N(C)C)O)C(=O)O
• Uses: Synthetic intermediat 4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone is an intermediate used for the preparation of rhodamine derivatives as fluorescent labels.

Technology Process of 4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone

There total 4 articles about 4'-Acetamido-2'-carboxy-4-dimethylamino-2-hydroxybenzophenone 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) → 5-acetamido-2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (166442-36-0)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; sodium hydroxide; sulfuric acid; hydrogen; palladium on activated charcoal; In acetic acid;

Reference yield:

4-nitrophthalic acid (610-27-5) → 5-acetamido-2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (166442-36-0)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; sodium hydroxide; sulfuric acid; hydrogen; acetic anhydride; palladium on activated charcoal; In acetic acid;

Reference yield:

methyl 2-(4'-dimethylamino-2'-hydroxybenzoyl)-5-nitrobenzoate (159435-03-7) → 5-acetamido-2-(4'-dimethylamino-2'-hydroxybenzoyl)benzoic acid (166442-36-0)

Guidance literature:

Multi-step reaction with 2 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

With pyridine; sodium hydroxide; hydrogen; palladium on activated charcoal; In acetic acid;

upstream raw materials:

acetic anhydride

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

4-nitrophthalic anhydride

4-nitrophthalic acid

Downstream raw materials:

C₂₄H₂₃N₃O₃

Refernces