Triethylamine → HCID 13644556, compound

HRID 2119161Notes

Reaction equation

HRID 2119161 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.[C:30](Cl)(=[O:33])[CH2:31][CH3:32]>C(Cl)(Cl)Cl>[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:30](=[O:33])[CH2:31][CH3:32])[C:9]([CH3:13])=[N:10][C:11]=1[CH3:12])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 20191108HCID 20191108, compound

Product 1

HCID 13644556HCID 13644556, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.00 g (3.30 millimole) of 5-Ethoxycarbonyl-2.6-dimethyl-4-(2-nitrophenyl)-dihydropyrimidine was dissolved in 15 ml of chloroform. To the solution, 2 ml of triethylamine (14.3 millimole) was added with stirring and then 0.4 g (4.32 millimole) of propionyl chloride was added dropwise. The mixture was stirred at room temperature for 40 minutes and concentrated under reduced pressure. The residue was purified on silica gel by column chromatography and recrystallized from benzene/hexane to obtain 0.69 g (58% yield) of title compound.

Workup

  1. stirringThe mixture was stirred at room temperature for 40 minutes
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified on silica gel by column chromatography
  4. customrecrystallized from benzene/hexane

Sources & evidence

ORD record
ord-32b8fccd78d2494ca9d60fc719395b4e
Source dataset
uspto-grants-1987_07
Patent number
US04683234

Reaction notes

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