Triethylamine → 7,8-Dimethoxy-6-nitro-3-o-tolyl-chromen-2-one

HRID 965779Notes

Reaction equation

HRID 965779 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].O[C:13]1[C:20]([O:21][CH3:22])=[C:19]([O:23][CH3:24])[C:18]([N+:25]([O-:27])=[O:26])=[CH:17][C:14]=1[CH:15]=O.C1(P(Cl)(Cl)=O)C=CC=CC=1.C(N(CC)CC)C>ClCCCl>[CH3:24][O:23][C:19]1[C:20]([O:21][CH3:22])=[C:13]2[C:14]([CH:15]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[CH3:1])[C:9](=[O:11])[O:10]2)=[CH:17][C:18]=1[N+:25]([O-:27])=[O:26]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 69519o-Tolylacetic acidHCID 69990Phenylphosphonic dichlorideHCID 223134323,4-Dimethoxy-2-hydroxy-5-nitrobenzaldehyde

Product 1

HCID 223134547,8-Dimethoxy-6-nitro-3-o-tolyl-chromen-2-one

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 2-methylphenyl acetic acid (0.60 g), 2-hydroxy-3,4dimethoxy-5-nitro-benzaldehyde (0.91 g), PhPOCl2 (0.60 ml) and triethyl amine (1.7 ml) were reacted in 1,2-dichloroethane as described in example 4. Yield: 0.68 g.

Sources & evidence

ORD record
ord-1fcac6a199b649fd8db3925d40172766
Source dataset
uspto-grants-2005_10
Patent number
US06951870B2

Reaction notes

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