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402028 Sigma-Aldrich

2-Amino-3-formylchromone

97%

Synonym: 2-Amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde

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Properties

Related Categories Aldehydes, Benzopyrans, Building Blocks, C10-C12, Carbonyl Compounds,
InChI Key   TVGIYZVZBKAJRR-UHFFFAOYSA-N
assay   97%
mp   249 °C (dec.) (lit.)
Gene Information   human ... PTPN1(5770)

Description

General description

2-Amino-3-formylchromone (2-Amino-4-oxo-4H-1-benzopyran-3-carboxaldehyde) is a benzopyran derivative. It is a bicyclic heterocyclic molecule made up of a benzene ring fused to a heterocyclic pyran ring. It undergoes condensation with (R)-2-amino-2-phenylethanol to afford Schiff base ligand, which forms complexes with Cu(NO3)2 and Zn(NO3)2.

Application

2-Amino-3-formylchromone may be used in the preparation of the following:
• chiral Schiff base ligands (R)/(S)-2-amino-3-(((1-hydroxypropan-2-yl)imino)methyl)-4H-chromen-4-one
• hydrazone derivatives, required for the synthesis of heterocyclic Schiff′s bases having antimicrobial activity
• N-{4-[(6-chloro-4-oxo-4H-chromen-3-ylmethylene)amino]phenyl}-3,5-dimethyl-benzofuran-2-carboxamide
• N-{4-[(6-chloro-4-oxo-4H-chromen-3-ylmethylene)amino]phenyl}-1,4-dihydro-chromono [2,3-b]pyrrole-2-carboxamide
• 6-chloro-3-{[4-(2-thioxo-3,6-dihydro-2H-1,3,4-thiadiazin-5-ylamino)phenylimino] methyl}- 4-oxo-4H -chromene
• 3­-(2-amino­-4­-oxo­-4H­-chromen­-3-­yl)methylidene)­-6-­ ethyl-­2H-­pyrano[3,2-­c]quinolone-­2,4,5(3H,6H)­trione

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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