Hydrochloric Acid → HCID 58550539, compound

HRID 1891001Notes

Reaction equation

HRID 1891001 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][CH2:15][CH2:16][O:17][CH3:18])=O)C.[NH2:20][C:21]([NH2:23])=[S:22].C([O-])([O-])=O.[K+].[K+].Cl>COCCO.O>[CH3:18][O:17][CH2:16][CH2:15][O:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]1[NH:23][C:21](=[S:22])[NH:20][C:4](=[O:3])[CH:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 2723790ThioureaHCID 585505203-[2-(2-Methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl ester

Product 1

HCID 58550539HCID 58550539, compoundYield 60.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Procedure

To a solution of 3-[2-(2-methoxy-ethoxy)-phenyl]-3-oxo-propionic acid ethyl ester (0.5 g, 1.88 mmol) in 2-methoxyethanol (5 mL) was added thiourea (0.22 g, 2.8 mmol) and K2CO3 (0.28 g, 2 mmol). The reaction mixture refluxed 3 h. After cooling, a mixture poured into water (10 mL) and adjusted to pH 3 with concentrated HCl. A precipitate formed that was filtered and washed with water and diethyl ether to obtained 0.315 g (60%) 6-[2-(2-methoxy-ethoxy)-phenyl]-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one as a cream solid.

Workup

  1. temperatureThe reaction mixture refluxed 3 h
  2. temperatureAfter cooling
  3. customA precipitate formed
  4. filtrationthat was filtered
  5. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-ea7076dd6fe24ce8a166970cdcaafabc
Source dataset
uspto-grants-2013_08
Patent number
US08507498B2

Reaction notes

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