| Identification | More | [Name]
2-Bromo-1,3-benzothiazole | [CAS]
2516-40-7 | [Synonyms]
2-BROMO-1,3-BENZOTHIAZOLE
2-BROMOBENZOTHIAZOLE
Benzothiazole, 2-bromo-(7CI,8CI,9CI)
2-Bromo-1,3-benzothiazole ,97% | [EINECS(EC#)]
610-851-5 | [Molecular Formula]
C7H4BrNS | [MDL Number]
MFCD02681887 | [Molecular Weight]
214.08 | [MOL File]
2516-40-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
39-43 °C | [Boiling point ]
125°C/7mmHg(lit.) | [density ]
1.748±0.06 g/cm3(Predicted) | [Fp ]
>110°(230°F) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Solid | [pka]
-0.23±0.10(Predicted) | [color ]
Pale yellow | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
HPLC | [InChI]
InChI=1S/C7H4BrNS/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H | [InChIKey]
DRLMMVPCYXFPEP-UHFFFAOYSA-N | [SMILES]
S1C2=CC=CC=C2N=C1Br | [CAS DataBase Reference]
2516-40-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
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 . | [RIDADR ]
2811 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29342000 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown solid | [Uses]
2-Bromobenzothiazole, is used as a pharmaceutical intermediate. | [Synthesis]
General procedure for the synthesis of 2-bromobenzothiazole from benzothiazole: Benzothiazole (1 mmol, 135.9 mg), carbon tetrabromide (1.1 mmol, 364.8 mg), 5 mL of N,N-dimethylformamide, and sodium tert-butoxide (4.0 mmol, 384.4 mg) were sequentially added to a 10 mL round-bottom flask. The reaction mixture was stirred at room temperature for 3 hours, during which time the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was poured into water and extracted with dichloromethane. The organic phases were combined and dried with anhydrous sodium sulfate. Subsequently, the dichloromethane was removed by rotary evaporator to obtain the crude product. The crude product was purified by silica gel column chromatography using petroleum ether and ethyl acetate (v/v=30:1) as eluents to give 2-bromobenzothiazole (light yellow oily liquid, 199 mg, 93% yield). | [References]
[1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 6, p. 886 - 890
[2] Patent: CN107501023, 2017, A. Location in patent: Paragraph 0051; 0052
[3] Organic Letters, 2009, vol. 11, # 2, p. 421 - 423
[4] Journal of Organic Chemistry, 2009, vol. 74, # 21, p. 8309 - 8313
[5] European Journal of Organic Chemistry, 2013, # 9, p. 1644 - 1648 |
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