Hydrochloric Acid → HCID 21916435, compound

HRID 1246224Notes

Reaction equation

HRID 1246224 reaction equation
[O:1]=[C:2]1[NH:11][C:10](=[O:12])[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]1[CH2:13][CH2:14][CH2:15][C:16]([O:18]CC)=[O:17].[OH-].[Li+].C(O)C.Cl>O>[O:1]=[C:2]1[NH:11][C:10](=[O:12])[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]1[CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3939Lithium HydroxideHCID 21916433HCID 21916433, compound

Product 1

HCID 21916435HCID 21916435, compoundYield 79.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 14.4 g (54.1 mmol) of ethyl 3-(2,4-dioxo-3,4,5,6,7,8-hexahydro-1(2H)-quinazolinyl)-propanecarboxylate and 6.47 g (270.4 mmol) of lithium hydroxide in 200 ml of a mixture of ethanol and water (4:1) are heated under reflux for one hour. The cooled solution is then mixed with 1 M hydrochloric acid until a pH of 1 is reached, and then concentrated to dryness. The resulting residue is dissolved in about 20 ml of water. On addition of ether, the product is obtained as a precipitate which is filtered off with suction and dried under reduced pressure. This gives 10.2 g (42.8 mmol, 79% yield) of a pale yellow solid.

Workup

  1. temperatureunder reflux for one hour
  2. concentrationconcentrated to dryness
  3. dissolutionThe resulting residue is dissolved in about 20 ml of water
  4. additionOn addition of ether
  5. customthe product is obtained as a precipitate which
  6. filtrationis filtered off with suction
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-fd101fe56e9f481daedd94a8e7c0050a
Source dataset
uspto-grants-2006_10
Patent number
US07125995B2

Reaction notes

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