148843-77-0

Basic information

• Product Name: 7-Amino-3-methylphthalide
• Synonyms: 7-Amino-3-methylphthalide;7-amino-3-methylisobenzofuran-1(3H)-one
• CAS NO: 148843-77-0
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Mol File: 148843-77-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 76-76.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 350.6 °C at 760 mmHg
• Flash Point: 195.7 °C
• Appearance: /
• Density: 1.271
• Vapor Pressure: 4.35E-05mmHg at 25°C
• Refractive Index: 1.61
• PKA: 2.33±0.40(Predicted)
• CAS DataBase Reference: 7-Amino-3-methylphthalide(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Amino-3-methylphthalide(148843-77-0)
• EPA Substance Registry System: 7-Amino-3-methylphthalide(148843-77-0)

Safety Data

• Hazardous Substances Data: 148843-77-0(Hazardous Substances Data)

Usage

General Description

7-Amino-3-methylphthalide is a chemical compound with the molecular formula C9H9NO2. It is a derivative of phthalide and contains a primary amino group and a methyl group. 7-Amino-3-methylphthalide is a solid that appears as white to pale yellow crystals. 7-Amino-3-methylphthalide is used as an intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. It can also be used as a reagent in chemical reactions, particularly in the formation of amides and other nitrogen-containing compounds. Additionally, this compound has potential applications in the field of organic synthesis and medicinal chemistry.

InChI:InChI=1/C9H9NO2/c1-5-6-3-2-4-7(10)8(6)9(11)12-5/h2-5H,10H2,1H3

Upstream product

• 13619-70-0 2-acetyl-6-nitrobenzoic acid 
• 13619-67-5 7-amino-3-hydroxy-3-methylisobenzofuran-1(3H)-one 

Downstream Products

• 135186-78-6 pyriftalid 
• 1293365-68-0 2-amino-6-(1-hydroxy-ethyl)-benzoic acid potassium salt 
• 66232-56-2 6-ethyl-anthranilic acid 

Relevant articles and documents

Concise Process for Pyriftalid Synthesis by Introducing the Mercapto Group Directly from a Nitro Group

A concise and efficient process for the synthesis of pyriftalid is described herein. The improved process features the direct introduction of the mercapto group by one-step substitution of a nitro group using sodium sulfide and elemental sulfur. A systematic study of the key step is also carried out in this article. Compared with previous routes, the optimized route is shorter and avoids a hazardous catalytic reduction and a subsequent diazotization reaction. Salt waste generated in workup is reduced as well. Pyriftalid is obtained in 68% overall yield and 99.88% purity in five steps with 3-nitrophthalic acid as the starting material.

Method for the preparation of 2-amino-6-ethylbenzoic acid

The present invention relates to a novel method for the production of 2-amino-6-ethylbenzoic acid wherein 7-amino-3-methylphtalide or 7-amino-3-hydroxy-3-methylphtalide is reduced to 2-amino-6-ethylbenzoic acid in water or in a mixture of a water miscible

7-(4,6-dimethoxypyrimidinyl)oxy- and -thiophthalides as novel herbicides: Part 1. CGA 279 233: A new grass-killer for rice

A series of novel types of 7-(4,6-dimethoxypyrimidin-2-yl)oxy - and -thio-3-methyl-1 (3H)-isobenzofuranones were discovered at Dr R Maag AG. From the thio-isobenzofuranyl series, CGA 279 233 - BSI-proposed common name pyriftalid - was chosen for further development as a grass herbicide for use in rice. General synthetic approaches to these new phthalic acid-derived compounds are given, with emphasis on the synthesis of pyriftalid and its physico-chemical behaviour.