125008-68-6

Basic information

• Product Name: METHYL (Z)-2-BENZOYLAMINO-3-DIMETHYLAMINOPROPENOATE, 98%
• Synonyms: METHYL (Z)-2-BENZOYLAMINO-3-DIMETHYLAMINOPROPENOATE;Methyl (Z)-2-benzoylamino-3-dimethylaminopropenoate,98%;(Z)-Methyl 2-benzamido-3-(dimethylamino)acrylate
• CAS NO: 125008-68-6
• Molecular Formula: C₁₃H₁₆N₂O₃
• Molecular Weight: 248.28
• Mol File: 125008-68-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 172-175°C
• Appearance: /
• CAS DataBase Reference: METHYL (Z)-2-BENZOYLAMINO-3-DIMETHYLAMINOPROPENOATE, 98%(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (Z)-2-BENZOYLAMINO-3-DIMETHYLAMINOPROPENOATE, 98%(125008-68-6)
• EPA Substance Registry System: METHYL (Z)-2-BENZOYLAMINO-3-DIMETHYLAMINOPROPENOATE, 98%(125008-68-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 125008-68-6(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Upstream product

• 67-56-1 methanol 
• 182930-16-1 (Z)-4-(N,N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one 
• 1205-08-9 methyl hippurate 
• 1776-56-3 isopropyl N-benzoyl-glycinate 
• 106275-09-6 Benzoylamino-acetic acid sec-butyl ester 
• 28693-34-7 hippuric acid isopentyl ester 
• 2979-57-9 n-butyl N-benzoylglycinoate 
• 1499-53-2 ethyl hippurate 
• 124-41-4 sodium methylate 
• 51254-00-3 4-( N,N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one 

Downstream Products

• 78650-35-8 6-Benzoylamino-4-oxo-5H-thiazolo<2,3-b>pyrimidine 
• 81000-03-5 3-Benzoylamino-4-oxo-4H-pyrido<1,2-a>pyrimidine 
• 127535-79-9 Methyl 2-benzoylamino-3-(isoxazolyl-3)aminopropenoate 
• 127535-76-6 3-Benzoylamino-4-oxo-4H-pyrazino<1,2-a>pyrimidine 
• 78650-32-5 3-Benzoylamino-8-methyl-4-oxo-4H-pyrido<1,2-a>pyrimidine 
• 127535-78-8 6-Benzoylamino-7-oxo-7H-1,2,4-triazolo<1,5-a>pyrimidine 
• 127535-72-2 Methyl 2-benzoylamino-3(3-benzoylamino-4-oxo-4H-pyrido<1,2-a>pyrimidinyl-9)aminopropenoate 
• 124232-33-3 methyl (Z)-2-benzoylamino-3-(2,6-dimethyl-4-pyrimidinyl)aminopropenoate 
• 127535-73-3 3-Benzoylamino-7-chloro-4-oxo-4H-pyrimido<1,2-b>pyridazine 
• 154411-16-2 3-benzoylamino-1-cyano-4H-pyrido[1,2-a]pyridin-4-one 
• 17276-93-6 N-(2,5-dioxo-7-methyl-2H,5H-pyrano<4,3-b>pyran-3-yl)benzamide 
• 142071-45-2 N-(5,6-dihydro-2,5-dioxo-2H-pyrano<3,2-c>quinoline-3-yl)benzamide 
• 144140-42-1 2-benzoylamino-6-hydroxy-3H-naphtho<2,1-b>pyran-3-one 
• 144140-43-2 3,7-dibenzoylamino-2H,6H-naphtho<1,2-b:3,4-b'>dipyran-2,6-dione 

Relevant articles and documents

Unusual reactions of 2-aryl-4-(N,N-dimethylaminomethylene)-2-oxazolin5-ones with O-nucleophiles: Synthesis of 2-aryl-4-hydi oxymethylene- 2-oxazolin-5-ones

The reactions of 2-aryl-4-(N,N-dimethyIaminomethylene)-2- oxazolin-5-ones 2 with aqueous or ethanolic KOH and sodium ethoxide lead to the formation of 2-aryl-4-hydroxymethylene-2-oxazolin-5ones 4, 1,5-bond remaining unaffected. However, the reactions of 2 with aqueous or methanolic KOH afford methyl 2-acylamino-3-dimethylaminopropenoates 9 along with 4. These observations are explained by the hard-soft acid-base (HSAB) principle. Further, compounds 9 on treatment with POCl3 in pyridine and ethanolic KOH give the corresponding cyclized products 2 and 4, respectively.

Vilsmeier-Haack reagent: A facile synthesis of 4-heteromethylene-2-aryl-2-oxazolin-5-ones from N-acyl-α-amino acid esters

4-(N,N-dimethylaminomethylene)-2-aryl-2-oxazolin-5-ones (5) have been synthesised from N-acyl-α-amino acid esters (3) by treating with Vilsmeier-Haack reagent, in good yield.The variable temperature-NMR study and a plausible mechanism have also been discu