Diketene → HCID 178462561, compound

HRID 372594Notes

Reaction equation

HRID 372594 reaction equation
[CH2:1]([NH:3][C:4]([NH2:6])=[S:5])[CH3:2].[CH2:7]=[C:8]1O[C:10](=[O:11])[CH2:9]1>C(O)(=O)C>[CH2:1]([N:3]1[C:8]([CH3:7])=[CH:9][C:10](=[O:11])[N:6]=[C:4]1[SH:5])[CH3:2]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 3032338Ethylthiourea

Product 1

HCID 178462561HCID 178462561, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

18 Grams of N-ethyl-thiourea were dissolved in 50 m. of glacial acetic acid, boiled to reflux and treated dropwise with 17.2 g of diketene. The mixture was then boiled at reflux for 20 minutes and subsequently evaporated to 50 ml. While cooling and stirring, the residue was treated with 50 ml of water. The yellowish crystals which precipitated were filtered off under suction and recrystallized from tetrahydrofuran to give 1-ethyl-1,4-dihydro-2-mercapto-6-methyl-4-oxo-pyrimidine; melting point 190°.

Workup

  1. temperatureto reflux
  2. temperatureat reflux for 20 minutes
  3. customsubsequently evaporated to 50 ml
  4. temperatureWhile cooling
  5. additionthe residue was treated with 50 ml of water
  6. customThe yellowish crystals which precipitated
  7. filtrationwere filtered off under suction
  8. customrecrystallized from tetrahydrofuran

Sources & evidence

ORD record
ord-1cc5b4981a5448f093575124b62cbfbd
Source dataset
uspto-grants-1978_05
Patent number
US04091211

Reaction notes

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