4-bromo-2,1,3-benzothiadiazole
- CAS No.
- 22034-13-5
- Chemical Name:
- 4-bromo-2,1,3-benzothiadiazole
- Synonyms
- 4-BroMobenzo[c][1,2,5]thiadiazole;BT-BR;AKOS BBS-00002903;IFLAB-BB F1918-0061;4-BROMO-2,1,3-BENZOTHIAZOLE;4-bromo-2,1,3-benzothiadiazoL;4-BROMO-2,1,3-BENZOTHIADIAZOLE;4-Bromobenzo[2,1,3]thiadiazole;4-Bromo-benzo[1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 4-bromo-
- CBNumber:
- CB8376884
- Molecular Formula:
- C6H3BrN2S
- Molecular Weight:
- 215.07
- MDL Number:
- MFCD00614355
- MOL File:
- 22034-13-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 80 °C |
|---|---|
| Boiling point | 272.2±13.0 °C(Predicted) |
| Density | 1.859±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| form | solid |
| pka | -1.02±0.45(Predicted) |
| Appearance | White to off-white Solid |
| InChI | InChI=1S/C6H3BrN2S/c7-4-2-1-3-5-6(4)9-10-8-5/h1-3H |
| InChIKey | KYKBVPGDKGABHY-UHFFFAOYSA-N |
| SMILES | N1=C2C=CC=C(Br)C2=NS1 |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P280-P305+P351+P338-P310 |
| Hazard Codes | Xi,Xn |
| Risk Statements | 22 |
| WGK Germany | WGK 3 |
| HS Code | 2934999090 |
| Storage Class | 11 - Combustible Solids |
4-bromo-2,1,3-benzothiadiazole price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR2989 | 4-Bromo-2,1,3-benzothiadiazole 85% | 22034-13-5 | 100mg | $44 | 2026-06-04 | Buy |
| Apolloscientific | OR2989 | 4-Bromo-2,1,3-benzothiadiazole 85% | 22034-13-5 | 250mg | $48 | 2026-06-04 | Buy |
| Apolloscientific | OR2989 | 4-Bromo-2,1,3-benzothiadiazole 85% | 22034-13-5 | 500mg | $55 | 2026-06-04 | Buy |
| Apolloscientific | OR2989 | 4-Bromo-2,1,3-benzothiadiazole 85% | 22034-13-5 | 1g | $75 | 2026-06-04 | Buy |
| Activate Scientific | AS47849 | 4-Bromobenzo[c][1,2,5]thiadiazole 85% | 22034-13-5 | 1g | $114 | 2026-06-04 | Buy |
4-bromo-2,1,3-benzothiadiazole Chemical Properties, Uses, Production
Uses
The Sonogashira cross-coupling reaction between 4-bromo-2, 1,3-benzothiadiazole, and the respective para-substituted phenylethynyl derivatives could synthesize the BTDs. In addition, the BTD-Ph is prepared by reacting 4-bromo-2,1,3-benzothiadiazole (Br-BTD)and palladium-MAI catalyst, and the dynamic phenylboronic acid reagent in the starting system or dynamic o-amino pyridine reagent[1-2].
Synthesis
273-13-2
22034-13-5
General procedure for the synthesis of 4-bromo-2,1,3-benzothiadiazole from 2,1,3-benzothiadiazole: In a round-bottomed flask equipped with a reflux condenser, 25.0 g (183.7 mmol) of 2,1,3-benzothiadiazole and 150 mL of 48% hydrobromic acid solution were added. After heating the mixture to 100 °C, 8.5 mL (165.4 mmol) of bromine was added slowly and the reaction was kept at 100 °C with stirring for 9 hours, followed by cooling to room temperature. Upon completion of the reaction, 200 mL of dichloromethane was added to the reaction mixture to dissolve the precipitated solid, followed by 100 mL of aqueous sodium sulfate. The organic layer was separated, washed with saturated aqueous sodium bicarbonate, dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure to remove the solvent to afford the crude product 4-bromo-2,1,3-benzothiadiazole. The crude product was suspended in 200 mL of hexane/ethyl acetate (4:1, v/v) mixed solvent and filtered to remove the insoluble by-product 4,7-dibromo-2,1,3-benzothiadiazole. The filtrate was concentrated and suspended again in 200 mL of hexane and filtered to collect the solid to give 11.2 g of 4-bromo-2,1,3-benzothiadiazole. The filtrate was further concentrated and purified by column chromatography using hexane/ethyl acetate (97:3, v/v) as eluent to afford 8.0 g of 4-bromo-2,1,3-benzothiadiazole. A total of 19.2 g (89.3 mmol) of product was obtained in 49% yield.
References
[1] Pradhan, Asit Kumar et al. “Effects of donor and acceptor substituents on the photophysics of 4-ethynyl-2,1,3-benzothiadiazole derivatives.” Physical Chemistry Chemical Physics 42 (2023): 29327–29340.
[2] AMARO DA SILVEIRA NETO B; CORREA J R; OLIVEIRA CARVALHO T; PIMENTA ROCHA CARVALHO P. "Selective cellular markers in selective cellular imaging of organelles such as mitochondria, nucleus and other organelles, are derived from 4-bromo-2,1,3-benzothiadiazole nucleus via homogeneous catalysis of palladium complex" BR102016025541(A2)
4-bromo-2,1,3-benzothiadiazole Preparation Products And Raw materials
Raw materials
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Preparation Products
4-bromo-2,1,3-benzothiadiazole Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Ningbo Dingsheng New Material Co. , Ltd. | 0574-27961868 | jianghuanhuan@lumilan.cn | China | 10 | 58 |
| Changzhou Fourman Chemical Co., Ltd. | 0519-89882557 13912311481 | fourmanchem@163.com | China | 69 | 60 |
| Changzhou Davo Biotech Co., Ltd. | 0519-85165530 13921030872 | davobio@126.com | China | 21 | 58 |
| Shanghai Moss Medicine Technology Co., Ltd. | +86-188369842 +86-15618151133 | 188369842@qq.com | China | 1965 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Thermo Fisher Scientific | 800-810-5118 | cnchemical@thermofisher.com | China | 17752 | 75 |
| Shanghai Litong Chemical Technology Co.,Ltd. | 13598610367 0373-7129549 | 2468833170@qq.com | China | 932 | 58 |
View Latest Price from 4-bromo-2,1,3-benzothiadiazole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-06-20 | 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
|
$50.00 | 1kg | 0.99 | 100000 | Hebei Yanxi Chemical Co., Ltd. | |
 |
2025-04-04 | 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
|
1KG | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2019-07-06 | 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
|
$1.00 | 1KG | 98% | 150KG | Career Henan Chemical Co |
-
- 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
- $50.00
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
-
- 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 4-BROMO-2,1,3-BENZOTHIADIAZOLE
22034-13-5
- $1.00
- 98%
- Career Henan Chemical Co
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