Chloroform → HCID 13644550, compound

HRID 2119159Notes

Reaction equation

HRID 2119159 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[N:8][CH:9]([CH3:13])[NH:10][C:11]=1[CH3:12])=[O:5])[CH3:2].C(N(CC)CC)C.[CH:30]([Cl:33])([Cl:32])[Cl:31]>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])[N:8]([C:4]([O:3][CH2:1][C:30]([Cl:33])([Cl:32])[Cl:31])=[O:5])[C:9]([CH3:13])=[N:10][C:11]=1[CH3:12])=[O:5])[CH3:2]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 8471TriethylamineHCID 20191108HCID 20191108, compound

Product 1

HCID 13644550HCID 13644550, compoundYield 45%

Procedure

1.0 g (3.3 millimole) of 5-Ethoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl)dihydropyrimidine was dissolved in 20 ml of chloroform and 2 ml of triethyl amine (14.3 millimole) was added to the solution with stirring and then 0.9 ml (6.54 millimole) of 2,2,2-trichloroethoxychloroformate was added dropwise. After stirring for one hour, the reaction mixture was concentrated under reduced pressure and the residue was purified on silica gel by column chromatography (eluant: methylene chloride) to obtain 0.71 g (45% yield) of title compound.

Workup

  1. stirringAfter stirring for one hour
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified on silica gel by column chromatography (eluant: methylene chloride)

Sources & evidence

ORD record
ord-735e05d47eda4c759292de01675a14a4
Source dataset
uspto-grants-1987_07
Patent number
US04683234

Reaction notes

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