5470-15-5

Basic information

• Product Name: N-(3,4-DICHLORO-PHENYL)-FORMAMIDE
• Synonyms: N-(3,4-DICHLORO-PHENYL)-FORMAMIDE;3',4'-DICHLOROFORMANILIDE
• CAS NO: 5470-15-5
• Molecular Formula: C₇H₅Cl₂NO
• Molecular Weight: 190.03
• Mol File: 5470-15-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 358.2°Cat760mmHg
• Flash Point: 170.4°C
• Appearance: /
• Density: 1.46g/cm³
• Vapor Pressure: 2.75E-11mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: N-(3,4-DICHLORO-PHENYL)-FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-DICHLORO-PHENYL)-FORMAMIDE(5470-15-5)
• EPA Substance Registry System: N-(3,4-DICHLORO-PHENYL)-FORMAMIDE(5470-15-5)

Safety Data

• Hazardous Substances Data: 5470-15-5(Hazardous Substances Data)

Usage

Uses

3'',4''-Dichloroformanilide is a dichloroaniline degradation product.

Synthesis Reference(s)

The Journal of Organic Chemistry, 23, p. 727, 1958 DOI: 10.1021/jo01099a023

InChI:InChI=1/C22H27NO5/c1-12(2)28-22(25)19-13(3)23-15-7-6-8-16(24)21(15)20(19)14-9-10-17(26-4)18(11-14)27-5/h9-12,20,23H,6-8H2,1-5H3

Upstream product

• 64-18-6 formic acid 
• 99-54-7 3,4-dichloronitrobenzene 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 95-76-1 m,p-dichloroaniline 
• 123-91-1 1,4-dioxane 
• 77287-34-4 formamide 
• 33876-96-9 N-(3,4-dichlorophenyl)-1-imidazolecarboxamide 
• 149-73-5 trimethyl orthoformate 
• 71144-20-2 (3,4-Dichloranilino)phenyl-acetonitril 
• 2258-42-6 formyl acetic anhydride 

Downstream Products

• 103905-74-4 N'-ethyl-N-(3,4-dichloro-phenyl)-N-formyl-urea 
• 92700-00-0 octyl (3,4-dichlorophenyl)carbamate 
• 15907-82-1 N-(3,4-dichlorophenyl)-cyclopentanecarboxamide 
• 333993-35-4 N-(3,4-dichlorophenyl)-1-(methylsulfonyl)-N-{3-[4-(4-nitrobenzyl)-1-piperidinyl]propyl}-4-piperidinecarboxamide 
• 333993-36-5 N-{3-[4-(4-aminobenzyl)-1-piperidinyl]propyl}-N-(3,4-dichlorophenyl)-1-(methylsulfonyl)-4-piperidinecarboxamide 

Relevant articles and documents

Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions

A new synthetic protocol has been developed for the synthesis of N-formamide derivatives using ethers as a C1 synthon under metal-free reaction conditions. The reaction is proposed to proceed through C?H functionalization, C?O cleavage, and C?N bond formation. This protocol is applicable to a variety of primary amines resulting in N-formamides in moderate to good yields. 1,4-dioxane was chosen as best C1 synthon after screening with various ethers. Mechanistic studies disclosed that the reaction proceeds through a radical pathway. While using α-amino ketones a α-alkylation product was formed rather than formylation. By replacing dioxane with Tetramethylethylenediamine (TMEDA) under standard conditions also gave the N-formamide derivatives in moderate yields. (Figure presented.).

Mesoporous silica SBA-15 functionalized with acidic deep eutectic solvent: A highly active heterogeneous N-formylation catalyst under solvent-free conditions

Mesoporous silica SBA-15 functionalized with N-methylpyrrolidonium-zinc chloride based deep eutectic solvent (DES) is found to be a more efficient and reusable catalyst for a convenient N-formylation of a variety of amines at room temperature. N-Formylation of primary, secondary as well as heterocyclic amines have been carried out in good to excellent yields by treatment with formic acid in low loading of DES/SBA-15 an environmentally benign catalyst for the first time. The DES/SBA-15 catalyst, which possesses both Br?nsted and Lewis acidities as well as an active SBA-15 support, makes this procedure quite simple, reusable, more convenient and practical. This catalyst was tolerant of a wide range of functional groups, and it can be reused for four runs without obvious deactivation.

Method for synthesizing formamide compound

The invention discloses a method for synthesizing a formamide compound. The synthetic method comprises the following steps: taking carbamyl imidazole compound as a raw material, preparing the formamide compound in a mixed solution of tetrahydrofuran and water by taking hydroboron as a reducing agent. The catalyst hydroboron used in the method disclosed by the invention has the advantages of environment friendliness, stable performance, high conversion rate and the like. Moreover, the initial raw material and used reagents are simple and readily available, the cost is low, and the operation is simple and feasible. Therefore, the route is a route which is low in cost, simple in operation and suitable for industrial production.