GLUTARANILIC ACID

Base Information

• Chemical Name: GLUTARANILIC ACID
• CAS No.: 5414-99-3
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• Hs Code.: 2924299090
• Mol file: 5414-99-3.mol

Synonyms:Glutaranilicacid (6CI,8CI); 5-Anilino-5-oxopentanoic acid; 5-Oxo-5-(phenylamino)pentanoicacid; Glutaric acid monoanilide; N-Phenylglutaramic acid; NSC 11008

Chemical Property of GLUTARANILIC ACID

Chemical Property:

• Vapor Pressure: 5.78E-10mmHg at 25°C
• Melting Point: 126-127°C
• Boiling Point: 478.5°Cat760mmHg
• PKA: 4.66±0.10(Predicted)
• Flash Point: 243.2°C
• PSA: 66.40000
• Density: 1.243g/cm³
• LogP: 1.95300

Purity/Quality:

99% ^*data from raw suppliers

GlutaranilicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GLUTARANILIC ACID

There total 9 articles about GLUTARANILIC 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: 96.0%

δ-Hydroxy-valeranilid (91247-37-9) → 4-(phenylcarbamoyl)butyric acid (5414-99-3)

Guidance literature:

With potassium permanganate; sodium hydroxide; In water; at 20 ℃;

DOI:10.1002/cssc.201700415

Reference yield: 88.0%

glutaric anhydride, (108-55-4) + aniline (62-53-3) → 4-(phenylcarbamoyl)butyric acid (5414-99-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol053118z

Reference yield: 75.0%

1,5-pentanedioic acid (110-94-1) + aniline (62-53-3) → 4-(phenylcarbamoyl)butyric acid (5414-99-3)

Guidance literature:

With 1-(2,4,6-triisopropyl-benzenesulfonyl)-1H-tetrazole; In acetonitrile; for 0.25h;

upstream raw materials:

glutaric anhydride,

aniline

1,5-pentanedioic acid

acetyl chloride

Downstream raw materials:

N-phenylglutarimide

N,N'-diphenyl-glutaramide

2,6-Dichlor-3,5-diformyl-1,4-dihydro-1-phenyl-pyridin

pentanedioic acid phenylamide (2-tritylsulfanyl-ethyl)-amide

Refernces

• 1、 Govindan, Karthick,Chen, Nian-Qi,Chuang, Yu-Wei,Lin, Wei-Yu. "Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups". supporting information. p. 9419 - 9424. Retrieved 2021/11/30.
• 2、 Ito, Masato,Sakaguchi, Ayaka,Kobayashi, Chika,Ikariya, Takao. "Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine". . p. 290 - 291. Retrieved 2008/04/18.