Ethyl benzoylacetate → HCID 178515562, compound

HRID 365388Notes

Reaction equation

HRID 365388 reaction equation
[Na].[NH2:2][C:3]([NH2:5])=[S:4].[C:6]([CH2:14][C:15](OCC)=[O:16])(=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C>[SH:4][C:3]1[N:5]=[C:15]([OH:16])[CH:14]=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:2]=1

Participants

5

Reactant 3

HCID 7170Ethyl benzoylacetateHCID 2723790ThioureaHCID 5360545Sodium

Product 1

HCID 178515562HCID 178515562, compoundYield 559.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To ethanol (100 mL) was added sodium (3.3 g, 14 mmol). After dissolution, thiourea (10.7 g, 14 mmol) and ethyl benzoylacetate (24 mL, 14 mmol) were added. The reaction was heated for 16 hours and the solvent was removed in vacuo. Water was added to dissolve the residue and hydrochloric acid was added and a precipitate formed. The solid was collected and dried in a vacuum oven to give 16 g (56%) of 2-mercapto-4-hydroxy-6-phenylpyrimidine.

Workup

  1. additionwere added
  2. temperatureThe reaction was heated for 16 hours
  3. customthe solvent was removed in vacuo
  4. additionWater was added
  5. dissolutionto dissolve the residue and hydrochloric acid
  6. additionwas added
  7. customa precipitate formed
  8. customThe solid was collected
  9. customdried in a vacuum oven

Sources & evidence

ORD record
ord-82dfc6f12718471c890986a2c6527c55
Source dataset
uspto-grants-2000_10
Patent number
US06127376

Reaction notes

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