81778-06-5

Basic information

• Product Name: 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE
• Synonyms: 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE;3-Chloro-N-hydroxy-2,2-dimethylpropionamide;3-chloro-N-hydroxy-2,2-dimethyl-propionamide
• CAS NO: 81778-06-5
• Molecular Formula: C₅H₁₀ClNO₂
• Molecular Weight: 151.59
• Mol File: 81778-06-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143 °C (dec.)(lit.)
• Appearance: /
• Density: 1.203g/cm³
• Refractive Index: 1.47
• CAS DataBase Reference: 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE(81778-06-5)
• EPA Substance Registry System: 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE(81778-06-5)

Safety Data

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-26-28-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 81778-06-5(Hazardous Substances Data)

Usage

Description

3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE is a chlorinated amide compound with the molecular formula C6H11ClNO2. It contains a hydroxyl group and is characterized by its white to off-white solid appearance. This chemical is soluble in organic solvents and slightly soluble in water. Due to its potential reactivity and use in chemical synthesis, it is crucial to handle 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE with care and adhere to safety protocols in laboratory environments.

Uses

Used in Pharmaceutical Synthesis:
3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE serves as an important intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure, featuring a chloro and hydroxyl group, allows it to participate in a range of chemical reactions that are vital for creating new drug molecules.
Used in Research Chemicals:
In addition to its role in pharmaceutical development, 3-CHLORO-N-HYDROXY-2,2-DIMETHYL-PROPANAMIDE is also utilized in the production of research chemicals. Its properties make it suitable for use in scientific studies and experiments, contributing to the advancement of chemical research and understanding of various chemical processes.

InChI:InChI=1/C5H10ClNO2/c1-5(2,3-6)4(8)7-9/h9H,3H2,1-2H3,(H,7,8)

Upstream product

• 4300-97-4 3-Chloropivaloyl chloride 

Downstream Products

• 81777-89-1 clomazone 
• 81778-07-6 4,4-dimethyl-3-isoxazolidinone 

Relevant articles and documents

Preparation method of clomazone

The invention relates to a preparation method of clomazone. The method comprises: by taking hydroxylamine hydrochloride as a raw material, dropwise adding chloro pivaloyl chloride under the action of a self-made ether catalyst to obtain an intermediate 3-chloro-N-hydroxyl-2, 2-dimethyl propionamide with high yield, then cyclizing to prepare 4, 4-dimethyl-3-isoxazolone, and carrying out benzylation under pioneered caustic soda flake catalysis without separation to directly prepare 2-(2-chlorphenyl) methyl-4, 4-dimethyl-3-isoxazolone. Compared with existing literature methods, the method of the invention has the advantages that the self-made ether catalyst is innovatively used, so that the yield in the first step is remarkably improved, and the content and optical purity of the product are high; in the final benzylation reaction, caustic soda flakes are used to improve the yield, and water is used as a solvent in the whole reaction process, so that the cost is low, the recovery and post-treatment are simple, the reaction is mild, and the intermediate control is simple; and the preparation method provided by the invention has the advantages of easily available reaction raw materials, mild reaction, high yield, simple separation and purification, low cost and environment-friendly preparation process.

Preparation method of clomazone

The invention relates to a preparation method of clomazone, wherein an intermediate, 4,4-dimethylisoxazole-3-one, is synthesized by dropwise adding chloro-pivaloyl chloride to a raw material, hydroxylamine hydrochloride, under the effects of a self-made ether catalyst; and then the intermediate is condensed with o-chlorobenzyl chloride under the effects of a caustic soda flake catalyst to synthesize a raw drug of the clomazone. The preparation method uses easy-to-obtained raw materials and mild reactions, is high in yield and is simple in separation and purification, has low cost, is environment-friendly, and has great industrial application prospect.

A new method for preparing N-acyloxaziridines via tandem O, N-addition of hydroxamic acids to methyl propiolate.

N-Acyloxaziridines were prepared from a tandem O, N-addition of hydroxamic acids to metyl propiolate in the presence of 4-methyl morpholine as a catalyst in good to excellent yields.