Ethyl Acetoacetate → HCID 13670854, compound

HRID 1731291Notes

Reaction equation

HRID 1731291 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=O)#[N:2].[C:11]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:12][C:13]([CH3:15])=O.[NH2:20][C:21]1[N:26]=[C:25]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[N:24]=[C:23]([N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[CH:22]=1>C(O)C>[O:30]1[CH2:29][CH2:28][N:27]([C:25]2[N:24]=[C:23]([N:33]3[CH2:34][CH2:35][O:36][CH2:37][CH2:38]3)[C:22]3[CH:6]([C:5]4[CH:8]=[CH:9][CH:10]=[C:3]([C:1]#[N:2])[CH:4]=4)[C:12]([C:11]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH3:15])[NH:20][C:21]=3[N:26]=2)[CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 8868Ethyl AcetoacetateHCID 90670m-FormylbenzonitrileHCID 4111923HCID 4111923, compound

Product 1

HCID 13670854HCID 13670854, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.8 g (6 mmol) of 3-cyanobenzaldehyde, 0.8 g (6 mmol) of ethyl acetoacetate and 1.6 g (6 mmol) of 6-amino-2,4-dimorpholino-pyrimidine were heated together in 20 ml of ethanol for 15 hours under reflux. The reaction mixture was then cooled, and the precipitated product was filtered off with suction and recrystallized from a little ethanol, melting point: 210° C. Yield: 1.8 g (61%).

Workup

  1. temperatureunder reflux
  2. temperatureThe reaction mixture was then cooled
  3. filtrationthe precipitated product was filtered off with suction
  4. customrecrystallized from a little ethanol, melting point: 210° C

Sources & evidence

ORD record
ord-ba413a55b649426b9c6ea5d9bdd393dd
Source dataset
uspto-grants-1986_11
Patent number
US04621082

Reaction notes

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