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402028

Sigma-Aldrich

2-Amino-3-formylchromone

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
Molecular Weight:
189.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

249 °C (dec.) (lit.)

functional group

aldehyde
ketone

SMILES string

[H]C(=O)C1=C(N)Oc2ccccc2C1=O

InChI

1S/C10H7NO3/c11-10-7(5-12)9(13)6-3-1-2-4-8(6)14-10/h1-5H,11H2

InChI key

TVGIYZVZBKAJRR-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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