5469-94-3

Basic information

• Product Name: p-malonotoluidide
• Synonyms: di(p-toluidide)ofmalonicacid;n,n’-bis(4-methylphenyl)-propanediamid;p-malonotoluidide;N,N'-bis(4-methylphenyl)malonamide;N,N'-bis(4-methylphenyl)propanediamide
• CAS NO: 5469-94-3
• Molecular Formula: C₁₇H₁₈N₂O₂
• Molecular Weight: 282.33702
• Mol File: 5469-94-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: p-malonotoluidide(CAS DataBase Reference)
• NIST Chemistry Reference: p-malonotoluidide(5469-94-3)
• EPA Substance Registry System: p-malonotoluidide(5469-94-3)

Safety Data

• Hazardous Substances Data: 5469-94-3(Hazardous Substances Data)

Upstream product

• 16900-53-1 3-bromopropiolic acid 
• 106-49-0 p-toluidine 
• 108-59-8 malonic acid dimethyl ester 
• 13195-64-7 diisopropyl malonate 
• 105-53-3 diethyl malonate 
• 13664-01-2 2-Anilinothiocarbonyl-malonsaeure-di-<4-methyl-anilid> 
• 1663-67-8 malonoyl dichloride 
• 598-72-1 2-Bromopropionic acid 

Downstream Products

• 1614221-77-0 3,3-dibenzyl-4-hydroxy-6-methyl-3,4-dihydro-1H-quinolin-2-one 
• 1614221-52-1 3,3-dibenzyl-6-methyl-1H-quinoline-2,4-dione 
• 95262-01-4 N-p-tolyl-malonamic acid 
• 859199-61-4 SeC(CONHC₆H₄CH₃)2 
• 105678-57-7 bis<1-(p-tolyl)-5-tetrazolyl> ketone p-nitrophenylhydrazone 
• 77174-39-1 bis-(1-p-tolyl-5-tetrazolyl)-dichloromethane 
• 105678-67-9 bis<1-(p-tolyl)-5-tetrazolyl>methane 
• 102117-63-5 methoxyimino-malonic acid di-p-toluidide 
• 10390-05-3 1.1.3.3-Tetra-(p-tolyl-carbamoyl)-propan 

Relevant articles and documents

Palladium-catalyzed asymmetric haloiminolactonization of D-allylmalonamides

A catalyst composed of 10 mol% of Pd(OAc)2 and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of D-allylmalonamides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

Synthesis of symmetrically substituted 3,3-dibenzyl-4-hydroxy-3,4-dihydro- 1H-quinolin-2-ones, as novel quinoline derivatives with antibacterial activity

A novel series of symmetrically substituted 3,3-dibenzyl-4-hydroxy-3,4- dihydro-1H-quinolin-2-ones was synthesized and tested as antimicrobials. The minimum inhibitory concentration (MIC) values of the most active heterocycles were slightly higher than those exhibited by levofloxacin, employed as comparator. Structural factors affecting the activity were explored along three diversification points, including the substituents of the aromatic rings of the 3-benzyl moieties, as well as the functionalization of both, the homocyclic ring of the heterocycle and the quinolonic nitrogen atom. 6-Chloro and 3,3-bis(4′-chlorobenzyl) derivatives showed the lower MIC values. Optimally substituted heterocycles were synthesized, which exhibited enhanced activity.

Isopropyl N-arylmalonamates. Synthesis, structure, conformation and reactions with carbon disulfide

Acylation of aromatic amines 1 with diisopropyl malonate (2) leads to a mixture of isopropyl N-arylmalonamates 3 and malonanilides 4. The reaction of 3 with carbon disulfide in the presence of sodium hydride gives disodium salts 5. Treatment of 5 with an alkylating agent yields the open-chain or cyclic ketene dithioacetals 6, 7 or 8. The molecular structure, hydrogen bonding and preferential conformation of the isopropyl N-arylmalonamates 3, 6 and 7 were investigated using correlation analyses of IR, 13C NMR and AMI semiempirical data.