Triethylamine → HCID 24765764, compound

HRID 1097269Notes

Reaction equation

HRID 1097269 reaction equation
Cl.[NH2:2][C:3]1([CH3:13])[C:8](=[O:9])[N:7]([CH3:10])[C:6](=[O:11])[NH:5][C:4]1=[O:12].[F:14][C:15]1[C:16]([F:28])=[C:17]([F:27])[C:18]([F:26])=[C:19]2[C:24](=O)[O:23][C:21](=[O:22])[C:20]=12.CCN(CC)CC>CC(O)=O>[CH3:10][N:7]1[C:8](=[O:9])[C:3]([CH3:13])([N:2]2[C:21](=[O:22])[C:20]3[C:19](=[C:18]([F:26])[C:17]([F:27])=[C:16]([F:28])[C:15]=3[F:14])[C:24]2=[O:23])[C:4](=[O:12])[NH:5][C:6]1=[O:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69545Tetrafluorophthalic anhydrideHCID 66811031HCID 66811031, compound

Product 1

HCID 24765764HCID 24765764, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5-amino-1,5-dimethylbarbituric acid hydrochloride (0.31 g, 1.50 mmol), tetrafluorophthalic anhydride (0.40 g, 1.80 mmol) and Et3N (0.21 mL, 0.15 g, 1.50 mmol) in glacial AcOH (11 mL) was stirred under reflux for 3 hours. The yellow solution was then allowed to cool down to room temperature and evaporated to dryness under reduced pressure. The oily residue was recrystallized from 70% EtOH to give 1,5-dimethyl-5-(tetrafluorophthalimido)-barbituric acid (19a) as white crystals.

Workup

  1. temperatureunder reflux for 3 hours
  2. customevaporated to dryness under reduced pressure
  3. customThe oily residue was recrystallized from 70% EtOH

Sources & evidence

ORD record
ord-32217543272b4ae0b99ce0d8fec53094
Source dataset
uspto-grants-2012_03
Patent number
US08143252B2

Reaction notes

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