22760-66-3

Basic information

• Product Name: Butanamide, 2-diazo-3-oxo-N-phenyl-
• CAS NO: 22760-66-3
• Molecular Formula: C10H9N3O2
• Molecular Weight: 203.2
• Mol File: 22760-66-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Butanamide, 2-diazo-3-oxo-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanamide, 2-diazo-3-oxo-N-phenyl-(22760-66-3)
• EPA Substance Registry System: Butanamide, 2-diazo-3-oxo-N-phenyl-(22760-66-3)

Safety Data

• Hazardous Substances Data: 22760-66-3(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 102-01-2 N-phenylacetoacetamide 
• 149848-31-7 8-Azido-6-phenyl-[1,3]dioxolo[4,5-g]quinoline 
• 149848-26-0 4-azido-8-trifluoromethylquinoline 
• 149848-24-8 8-Azido-6-methyl-[1,3]dioxolo[4,5-g]quinoline 
• 149848-23-7 4-Azido-6-cyclohexyl-2-methyl-quinoline 
• 149848-16-8 4-Azido-6-cyclohexyl-quinoline 
• 149848-27-1 4-Azido-7-chloro-2-methyl-quinoline 
• 69063-03-2 4-azido-7-chloro-quinoline 
• 74227-77-3 4-azido-7-(trifluoromethyl)quinoline 
• 32113-04-5 4-azido-2-methylquinoline 
• 87742-62-9 (Z)-3-Hydroxy-but-2-enoic acid phenylamide 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 108592-86-5 1-Acetyl-3-tert-butyl-1H-1,2,4-diazaphosphol-5-carboxanilid 
• 124070-06-0 1,3-dioxo-1-(phenylamino)butan-2-yl acetate 
• 1421852-09-6 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-08-5 1-allyl-2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-07-4 1-cyclopropyl-2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-06-3 1-butyl-2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-04-1 1-(4-methoxyphenyl)-2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-02-9 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(p-tolyl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-00-7 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(m-tolyl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1421852-10-9 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1002555-88-5 2,5-dimethyl-3-oxo-N²,N⁴,1-triphenyl-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide 
• 1384290-55-4 5-methyl-N-phenyl-1-(prop-2-yn-1-yl)-1H-1,2,3-triazole-4-carboxamide 
• 1205041-55-9 1-benzyl-5-methyl-N-phenyl-1H-1,2,3-triazole-4-carboxamide 
• 892299-32-0 5-methyl-N-phenyl-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide 

Relevant articles and documents

Copper-catalyzed chemoselective cross-coupling reaction of thioamides and α-diazocarbonyl compounds: Synthesis of enaminones

The development of operationally simple and cost-effective methods for C[sbnd]C bond formation reactions are highly important in pharmaceutical, agrochemical and material research. In this article we describe the first copper-catalyzed cross-coupling reaction of thioamides with acceptor/acceptor-substituted and acceptor-only substituted α-diazocarbonyl compounds to yield enaminones. The reaction shows broad substrate scope in terms of thioamides and diazocarbonyl compounds. Primary, secondary and tertiary thioamides all give enanminones when reacted with α-diazodiesters, α-diazoketoesters, α-diazodiketones, α-diazoketoamides, α-diazoesteramides, α-diazoketosulfones and α-diazomonoketones.

REACTIONS OF α-SILYL-α-DIAZOKETONES WITH ARYLISOCYANATES AND ACYLISOTHIOCYANATES

(1-Diazo-2-oxoalkyl)silanes 1a,b react with arylisocyanates to give the 1-aryl-4-acyl-5-triisopropylsiloxy-1,2,3-triazoles 3.Hydrolytic or fluoride induced desilylation of these products affords the α-acyl-α-diazoacetamides 4.Diazoketone 1b reacts with ethoxycarbonyl and benzoyl isothiocyanate, but not with phenyl isothiocyanate, to produce 4-acyl-5-acylamino-1,2,3-thiadiazoles 5.

Preparation of 3-Acetyl-2-hydroxyindoles via Rhodium Carbenoid Aromatic C-H Insertion

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