HCID 10692374, compound → HCID 15704186, compound

HRID 1033045Notes

Reaction equation

HRID 1033045 reaction equation
C([NH:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[C:13]([NH:16][C:17]([NH:19]C(=O)C3C=CC=CC=3)=[S:18])[S:14][CH:15]=2)=[CH:8][CH:7]=1)(=O)C>C(O)C.Cl>[NH2:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[N:12]=[C:13]([NH:16][C:17]([NH2:19])=[S:18])[S:14][CH:15]=2)=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 10692374HCID 10692374, compound

Product 1

HCID 15704186HCID 15704186, compoundYield 40.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A mixture of 4-(5-acetylaminomethylfuran-2-yl)-2-(3-benzoylthioureido)thiazole (39.5 g) in ethanol (400 ml) and conc. hydrochloric acid (87.1 ml) was heated under reflux for 15 hours and then the mixture was evaporated in vacuo. To the residue was added to a mixture of ethyl acetate and water and the mixture was adjusted to pH 9.5 with a potassium carbonate. The isolated precipitate was collected by filtration to give 4-(5-aminomethylfuran-2-yl)-2-thioureidothiazole (10.1 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 15 hours
  3. customthe mixture was evaporated in vacuo
  4. additionTo the residue was added to a mixture of ethyl acetate and water
  5. filtrationThe isolated precipitate was collected by filtration

Sources & evidence

ORD record
ord-9b0730921397428eb8a1676b96a44d5a
Source dataset
uspto-grants-1994_05
Patent number
US05308857

Reaction notes

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