Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 178441843, compound

HRID 1708472Notes

Reaction equation

HRID 1708472 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH:16]=O)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[C:18]([CH:23]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:20][CH2:21][CH3:22])=[O:19]>C(#N)C>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH:16]=[CH:23][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 178441857HCID 178441857, compound

Product 1

HCID 178441843HCID 178441843, compoundYield 46.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3.202 g of 2-butyl-1,4-dihydro-4-oxo-6-quinazolinecarboxaldehyde and 5.093 g of (carbethoxymethylene)triphenylphosphorane in 50 ml of acetonitrile is heated at reflux for 18 hours. The reaction mixture is cooled and the resulting solid washed with ether and dried to give 1.94 g of the desired product. CI mass spec 301 (MH+)

Workup

  1. temperatureis heated
  2. temperatureat reflux for 18 hours
  3. temperatureThe reaction mixture is cooled
  4. washthe resulting solid washed with ether
  5. customdried

Sources & evidence

ORD record
ord-bd98d8c7192b4b6ea2c23b53565a6fe9
Source dataset
uspto-grants-1994_10
Patent number
US05358951

Reaction notes

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