| Identification | Back Directory | [Name]
4(1H)-Pyrimidinethione (9CI) | [CAS]
1450-86-8 | [Synonyms]
PyriMidine-4-thiol
4-mercaptopyrimidine
4(3H)-Pyrimidinethione
4(1H)-Pyrimidinethione
4(1H)-Pyrimidinethione (9CI)
1,4-dihydropyrimidine-4-thione
4(1H)-Pyrimidinethione (9CI) ISO 9001：2015 REACH | [Molecular Formula]
C4H4N2S | [MDL Number]
MFCD28369430 | [MOL File]
1450-86-8.mol | [Molecular Weight]
112.15 |
| Chemical Properties | Back Directory | [Melting point ]
190-192 °C(Solv: water (7732-18-5)) | [Boiling point ]
191.3±23.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
6.90±0.10(Predicted) | [Appearance]
Brown to reddish brown Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of pyrimidine-4(3H)-thione from pyrimidin-4(1H)-one is as follows:
Step a: Preparation of 4-mercaptopyrimidine
4-Hydroxypyrimidine (1 g) and diphosphorus pentasulfide (2.32 g) were dissolved in 15 ml of pyridine, stirred and heated to reflux. After refluxing the reaction mixture for 3 hours, it was cooled to room temperature and 30 ml of water was added. Subsequently, the reaction mixture was concentrated under reduced pressure. The concentrated mixture was extracted with ethyl acetate (3 x 30 ml), the organic phases were combined, washed with water, dried over anhydrous MgSO4, filtered and the solvent was evaporated under reduced pressure to give the yellow solid product 4-mercapto-pyrimidine (0.42 g, 36% yield). The product did not need further purification and could be used directly in the subsequent reaction. | [References]
[1] Patent: US5250536, 1993, A |
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