| Identification | Back Directory | [Name]
Benzothiazole, 7-bromo- (7CI,8CI) | [CAS]
767-70-4 | [Synonyms]
7-Bromobenzothiazole
Benzothiazole, 7-bromo-
7-broMobenzo[d]thiazole
7-bromo-1,3-benzothiazole
7-Bromo-1,3-benzothiazole 98%
Benzothiazole, 7-bromo- (7CI,8CI) | [Molecular Formula]
C7H4BrNS | [MDL Number]
MFCD11858589 | [MOL File]
767-70-4.mol | [Molecular Weight]
214.08 |
| Chemical Properties | Back Directory | [Melting point ]
82 °C | [Boiling point ]
291.5±13.0 °C(Predicted) | [density ]
1.748±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
1.42±0.30(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C7H4BrNS/c8-5-2-1-3-6-7(5)10-4-9-6/h1-4H | [InChIKey]
HIHGDDIOQDNKSV-UHFFFAOYSA-N | [SMILES]
S1C2=C(Br)C=CC=C2N=C1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 7-bromobenzothiazole from 6-amino-7-bromobenzothiazole:
1. sodium nitrite (0.229 g, 3.3 mmol) was slowly added to a solution of 6-amino-7-bromobenzothiazole (0.380 g, 1.66 mmol, prepared with reference to WO 97/31636) in sulfuric acid (10 mL).
2. The reaction mixture was stirred at room temperature for 20 min.
3. Hypophosphorous acid (10 mL) was added slowly, followed by heating the mixture to 50 °C and reacting overnight.
4. Upon completion of the reaction, the pH was adjusted to 9-10 with sodium carbonate solution, the crude product was collected by filtration and washed with distilled water.
5. The crude product was purified by preparative high performance liquid chromatography (HPLC) to afford 7-bromobenzothiazole (0.265 g, 75% yield) as a white solid. 6. The product was analyzed by LC-MS.
6. The product was analyzed by LC-MS (EI) and showed m/z 213 (M++1). | [References]
[1] Patent: US2011/98292, 2011, A1. Location in patent: Page/Page column 1
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 18, p. 5919 - 5923
[3] Patent: WO2016/161145, 2016, A1. Location in patent: Paragraph 00694
[4] Patent: WO2010/91310, 2010, A1. Location in patent: Page/Page column 103 |
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