| Identification | More | [Name]
2-Bromo-5-fomylthiazole | [CAS]
464192-28-7 | [Synonyms]
2-BROMO-5-FORMYLTHIAZOLE
4-BROMOTHIAZOLE-2-CARBALDEHYDE
2-Bromo-5-fomylthiazole
2-Bromo-1,3-thiazole-5-carboxaldehyde 98%
2-Bromo-1,3-thiazole-5-carboxaldehyde
2-Bromo-5-formyl-1,3-thiazole
4-Bromothiazole-2-carboxaldehyde | [Molecular Formula]
C4H2BrNOS | [MDL Number]
MFCD06660122 | [Molecular Weight]
192.03 | [MOL File]
464192-28-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
94-96°C | [Boiling point ]
264.9±13.0 °C(Predicted) | [density ]
1.920±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Crystalline Powder | [pka]
-0.94±0.10(Predicted) | [color ]
White to yellow | [InChI]
InChI=1S/C4H2BrNOS/c5-4-6-1-3(2-7)8-4/h1-2H | [InChIKey]
DJUWIZUEHXRECB-UHFFFAOYSA-N | [SMILES]
S1C(C=O)=CN=C1Br | [CAS DataBase Reference]
464192-28-7(CAS DataBase Reference) | [Storage Precautions]
Light sensitive;Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact.
R36:Irritating to the eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow powder | [Uses]
2-Bromothiazole-5-carboxaldehyde is a reactant in the preparation of thienopyridines as potent checkpoint 1 kinase (CHK1) inhibitors. | [Synthesis]
General procedure for the synthesis of 2-bromo-5-formylthiazole from 2-bromothiazole-5-methanol: Manganese dioxide (3.8 g, 37.10 mmol) was added to a solution of 2-bromothiazole-5-methanol (1.44 g, 7.42 mmol) in trichloromethane (20 mL). The reaction mixture was stirred at room temperature for 3 days. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 2-bromo-5-formylthiazole (870 mg, 61% yield) as a white solid. The structure of the product was confirmed by nuclear magnetic resonance hydrogen spectrum (1H-NMR, 400 MHz, CDCl3): δ 9.95 (s, 1H), 8.16 (s, 1H); nuclear magnetic resonance carbon spectrum (13C-NMR, 100 MHz, CDCl3): δ 180.93, 150.47, 145.48, 142.91; mass spectra (ESI): m/z 192.31 ([MH+]). | [References]
[1] Patent: WO2008/61795, 2008, A2. Location in patent: Page/Page column 61-62 |
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