Acetylglycine → N-(6-bromo-8-nitro-2-oxo-2H-1-benzopyran-3-yl)acetamide

HRID 1921071Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=O.[C:14]([NH:17][CH2:18][C:19](O)=[O:20])(=[O:16])[CH3:15]>>[Br:1][C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[C:5]2[O:10][C:19](=[O:20])[C:18]([NH:17][C:14](=[O:16])[CH3:15])=[CH:7][C:6]=2[CH:9]=1

Participants

Reactant 2

HCID 10972Acetylglycine

HCID 6186995-Bromo-2-hydroxy-3-nitrobenzaldehyde

Product 1

HCID 3548991N-(6-bromo-8-nitro-2-oxo-2H-1-benzopyran-3-yl)acetamide

Procedure

The second step was the Erlenmeyer condensation of 5-bromo-2-hydroxy-3-nitrobenzaldehyde (2*) with N-acetyl-glycine to yield N-(6-bromo-8-nitro-2-oxo-2H-1-benzopyran-3-yl)acetamide (3*).

Sources & evidence

ORD record: ord-db1527805a4e483ea6c6db9dc3d2133d
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173660B2

Reaction notes

Loading…