| Identification | More | [Name]
5-BROMO-2-METHYLBENZOTHIAZOLE | [CAS]
63837-11-6 | [Synonyms]
2-METHYL-5-BROMOBENZOTHIAZOLE
5-BROMO-2-METHYLBENZOTHIAZOLE
Bromomethylbenzothiazole
5-Bromo-2-methybenzothiazole | [EINECS(EC#)]
264-510-7 | [Molecular Formula]
C8H6BrNS | [MDL Number]
MFCD00603096 | [Molecular Weight]
228.11 | [MOL File]
63837-11-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
79°C | [Boiling point ]
170 °C / 10mmHg | [density ]
1.644±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [pka]
1.14±0.10(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C8H6BrNS/c1-5-10-7-4-6(9)2-3-8(7)11-5/h2-4H,1H3 | [InChIKey]
OLQKNZNXLBILDD-UHFFFAOYSA-N | [SMILES]
S1C2=CC=C(Br)C=C2N=C1C | [CAS DataBase Reference]
63837-11-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [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 . | [WGK Germany ]
3 | [HS Code ]
2934208090 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Synthesis]
Step A: Sodium nitrite (0.9 g, 13 mmol) was added in batches to a suspension of 2-methyl-5-aminobenzothiazole dihydrochloride (2.0 g, 8 mmol) in hydrobromic acid (24 ml) at 0 °C. The resulting mixture was slowly added dropwise to a solution of copper (I) bromide (4.0 g, 14 mmol) in hydrobromic acid (50 ml) at 0°C. The reaction mixture was stirred continuously at 0 °C for 2 h before the reaction was terminated by the addition of water. The pH of the reaction mixture was adjusted to 9 with aqueous ammonium hydroxide and subsequently extracted with ethyl acetate. The organic layers were combined, dried with magnesium sulfate and purified by column chromatography (eluent ratio 9:1 heptane/ethyl acetate) to afford the target product 2-methyl-5-bromobenzothiazole (1.0 g, 52% yield, 82% GC purity). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 8.12 (d, J=1.8 Hz, 1H), 8.02 (dd, J=8.4,1.5 Hz, 1H), 7.56 (dd, J=8.7,2.1 Hz, 1H), 2.81 (s, 3H). | [References]
[1] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 108 |
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