30391-89-0

Basic information

• Product Name: ANTHRANILIC ACID ISOPROPYLAMIDE
• Synonyms: 2-AMINO-N-ISOPROPYL BENZAMIDE;AKOS BBB/073;BUTTPARK 51\02-31;ANTHRANILIC ACID ISOPROPYLAMIDE;ANTHRANILIC ACID ISO-PROPYLAMID OEKANAL,;n-isopropylanthranilamide;2-Amino-N-isopropylbenzenecarboxamide;N-Isopropyl-2-aminobenzamide
• CAS NO: 30391-89-0
• Molecular Formula: C₁₀H₁₄N₂O
• Molecular Weight: 178.23
• EINECS: 250-175-4
• Mol File: 30391-89-0.mol
• Article Data: 31

Chemical Properties

• Melting Point: 147 °C
• Boiling Point: 355.7°Cat760mmHg
• Flash Point: 168.9°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 3.07E-05mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.43±0.46(Predicted)
• BRN: 2804946
• CAS DataBase Reference: ANTHRANILIC ACID ISOPROPYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ANTHRANILIC ACID ISOPROPYLAMIDE(30391-89-0)
• EPA Substance Registry System: ANTHRANILIC ACID ISOPROPYLAMIDE(30391-89-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 30391-89-0(Hazardous Substances Data)

Usage

Description

ANTHRANILIC ACID ISOPROPYLAMIDE, also known as 2-Amino-N-isopropylbenzamide, is a metabolite derived from Bentazon (B120580), an acidic herbicide utilized in the post-emergence stage for the selective control of broadleaf weeds and sedges in various crops. It is characterized by its chemical structure, which includes an anthranilic acid backbone and an isopropyl amide group, contributing to its specific properties and applications.

Uses

Used in Agricultural Industry:
ANTHRANILIC ACID ISOPROPYLAMIDE is used as a metabolite in the Agricultural Industry for the selective control of broadleaf weeds and sedges in crops such as beans, rice, corn, peanuts, and mint. Its role in the metabolism of Bentazon, a post-emergence herbicide, allows for effective weed management without causing significant harm to the desired crops, thus improving agricultural productivity and crop quality.

InChI:InChI=1/C10H14N2O/c1-7(2)12-10(13)8-5-3-4-6-9(8)11/h3-7H,11H2,1-2H3,(H,12,13)

Upstream product

• 947-79-5 N-isopropyl-2-nitrobenzamide 
• 91-56-5 indole-2,3-dione 
• 75-31-0 isopropylamine 
• 552-89-6 2-nitro-benzaldehyde 
• 118-48-9 isatoic anhydride 
• 15572-56-2 isopropylamine hydrochloride 
• 552-16-9 ortho-nitrobenzoic acid 
• 118-92-3 anthranilic acid 
• 27834-36-2 Aethyl-isopropylphosphoramidochloridat 

Downstream Products

• 25057-89-0 Bentazon 
• 21038-90-4 2,3‐dihydro‐3‐isopropyl‐2‐thioxoquinazolin‐4(1H)‐one 
• 1618654-32-2 2-(cyclohexylamino)-3-isopropylquinazolin-4(3H)-one 
• 10001-54-4 3-isopropylbenzo[d][1,2,3]triazin-4(3H)-one 
• 1006620-01-4 2-amino-3,5-dichloro-N-isopropylbenzamide 
• 32700-71-3 3-isopropyl-2-phenyl-quinazoline-4(3H)-one 
• 1448791-11-4 2-(4-chloro-6-(3,4,5-trimethoxyphenylamino)-1,3,5-triazin-2-ylamino)-N-isopropylbenzamide 
• 1385790-18-0 2-((1-acetyl-3-hydroxy-2-oxoindolin-3-yl)amino)-N-isopropylbenzamide 
• 1253411-34-5 C₂₃H₂₆ClN₇O₂S 

Relevant articles and documents

UV-Light-Induced Dehydrogenative N -Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

A simple, mild, green, and efficient method for the synthesis of 2-aminobenzamides is highly desirable. Herein, we report the development of an efficient, one-pot strategy starting from 2-aminobenzaldehydes and amines with acetic acid in ethyl acetate/acetone using irradiation with UV light for the synthesis of 2-aminobenzamides in high yields; 32 examples proceeded successfully by this photo-induced protocol in up to 92% yield. The reaction was also readily achieved on a gram scale. The utility of the 2-aminobenzamide building block in organic synthesis was shown by their use in the preparation of quinazolinone derivatives. The method was applied to amino acid derivatives as the amine component, which smoothly gave N-(2-aminobenzoyl)acetate derivatives at room temperature. Finally, a plausible mechanism is proposed.

N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones

N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the methyl, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo/indolo[1,2-a]quinoxalines and quinazolin-4-ones were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. We considered thatN-methyl andN-acyl of DMF participate and complete the reaction separately through different mechanisms, which displayed potential still to be explored of DMF.

Synthesis of 2-aryl quinazolinones: Via iron-catalyzed cross-dehydrogenative coupling (CDC) between N-H and C-H bonds

Herein, we describe the direct synthesis of quinazolinones via cross-dehydrogenative coupling between methyl arenes and anthranilamides. The C-H functionalization of the benzylic sp3 carbon is achieved by di-t-butyl peroxide under air, and the subsequent amination-aerobic oxidation process completes the annulation process. Iron catalyzed the whole reaction process and various kinds of functional groups were tolerated under the reaction conditions, providing 31 examples of 2-aryl quinazolinones using methyl arene derivatives in yields of 57-95percent. The synthetic potential has been demonstrated by the additional synthesis of aryl-containing heterocycles. This journal is