| Company Name: |
Energy Chemical |
| Tel: |
400-0056266 |
| Email: |
sales8178@energy-chemical.com |
- 4-Bromoquinoline
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- $1.10
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2026-08-25
- CAS:3964-04-3
- Min. Order: 1kg
- Purity: 99%min
- Supply Ability: 100kg
- 4-Bromoquinoline
-
- $1.10
-
2026-08-20
- CAS:3964-04-3
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
- 4-Bromoquinoline
-
- $15.00
-
2021-07-13
- CAS:3964-04-3
- Min. Order: 1KG
- Purity: 99%+ HPLC
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| | 4-Bromoquinoline Basic information |
| | 4-Bromoquinoline Chemical Properties |
| Melting point | 29-34 °C | | Boiling point | 270 C | | density | 1.564±0.06 g/cm3(Predicted) | | Fp | >110℃ | | storage temp. | 2-8°C | | pka | 3.39±0.13(Predicted) | | form | solid | | color | Light brown | | InChI | InChI=1S/C9H6BrN/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H | | InChIKey | SUXIPCHEUMEUSV-UHFFFAOYSA-N | | SMILES | N1C2C(=CC=CC=2)C(Br)=CC=1 | | CAS DataBase Reference | 3964-04-3(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29334900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Bromoquinoline Usage And Synthesis |
| Chemical Properties | Light yellow solid | | Uses | 4-Bromoquinoline is used to prepare bone morphogenetic protein (BMP) signaling inhibitors. It is also used to synthesize novel azalides derived from 16-membered macrolides. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 72, p. 2232, 2007 DOI: 10.1021/jo062168u | | Synthesis | Step 1: Phosphorus tribromide (7.61 g, 28.2 mmol) was slowly added dropwise to a stirred solution of anhydrous N,N-dimethylformamide (DMF, 30 mL) of 4-hydroxyquinoline (4.00 g, 27.6 mmol) for 10 min under nitrogen protection. The reaction mixture formed a red suspension and continued to stir under nitrogen atmosphere for 30 min. The reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the raw material, the reaction mixture was quenched in an ice bath and stirred for 30 minutes. Subsequently, the pH of the reaction mixture was adjusted with saturated sodium bicarbonate solution (20 mL) to about 10. The reaction mixture was extracted with ethyl acetate (2 x 100 mL), the organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with a gradient of dichloromethane/methanol (0% to 10%) to give 4-bromoquinoline (5.04 g, 88% yield) as a yellow solid. The product was detected by liquid chromatography-mass spectrometry (LCMS, ESI) and showed [M+H]+ peak of 208; 1H NMR (400 MHz, chloroform-d) δ ppm: 8.69 (d, J = 4.69 Hz, 1H), 8.20 (ddd, J = 8.39, 0.88 Hz, 1H), 8.08-8.16 (m, 1H), 7.78 ( ddd, J = 8.39, 6.98, 1.37 Hz, 1H), 7.71 (d, J = 4.69 Hz, 1H), 7.66 (ddd, J = 8.31, 7.04, 1.15 Hz, 1H). | | References | [1] Journal of the American Chemical Society, 2012, vol. 134, # 12, p. 5652 - 5661
[2] Journal of Organic Chemistry, 2007, vol. 72, # 6, p. 2232 - 2235
[3] Patent: WO2014/121883, 2014, A1. Location in patent: Page/Page column 51
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 37, p. 9311 - 9316
[5] Angew. Chem., 2012, vol. 124, # 37, p. 9445 - 9450,6 |
| | 4-Bromoquinoline Preparation Products And Raw materials |
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