Methyl formate → 6-nitro-2,2-dimethyl-3-(formamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

HRID 2399323Notes

Reaction equation

HRID 2399323 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH2:15][NH2:16])=[C:9]([N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]3=[O:23])[C:8]=2[CH:24]=1)([O-:3])=[O:2].[CH:25](OC)=[O:26]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:13])([CH3:14])[C:10]([CH2:15][NH:16][CH:25]=[O:26])=[C:9]([N:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]3=[O:23])[C:8]=2[CH:24]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 7865Methyl formateHCID 193870526-nitro-2,2-dimethyl-3-aminomethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

Product 1

HCID 193871916-nitro-2,2-dimethyl-3-(formamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

Procedure

A solution of 6-nitro-2,2-dimethyl-3-aminomethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran (0.5 g, 1.53 mmol) in methyl formate (10 ml) was heated at reflux for twenty seven hours. The solvent was evaporated under reduced pressure and the residue washed with diethyl ether, to give 0.42 g of 6-nitro-2,2-dimethyl-3-(formamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 170° C.

Workup

  1. temperatureat reflux for twenty seven hours
  2. customThe solvent was evaporated under reduced pressure
  3. washthe residue washed with diethyl ether

Sources & evidence

ORD record
ord-b2aad0d5abaf4f48accc25129107b8fa
Source dataset
uspto-grants-1995_09
Patent number
US05447943

Reaction notes

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