5-Bromophthalide
- CAS No.
- 64169-34-2
- Chemical Name:
- 5-Bromophthalide
- Synonyms
- 5-bromoisobenzofuran-1(3H)-one;5-broMo-1,3-dihydro-2-benzofuran-1-one;ROXA-024;5-BromophthaL;5-Bromophthali;5-BROMOPHTHALIDE;5-Bromophathalide;5-Bromophthalide,98%;5-Bromophthalide 97%;5-Bromophthalide >
- CBNumber:
- CB3157943
- Molecular Formula:
- C8H5BrO2
- Molecular Weight:
- 213.03
- MDL Number:
- MFCD01797360
- MOL File:
- 64169-34-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 162-166 °C(lit.) |
|---|---|
| Boiling point | 377.7±42.0 °C(Predicted) |
| Density | 1.742±0.06 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Soluble in acetone. |
| form | Crystalline Powder |
| color | Beige to light yellow |
| InChI | InChI=1S/C8H5BrO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3H,4H2 |
| InChIKey | IUSPXLCLQIZFHL-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C=C(Br)C=C2)CO1 |
| CAS DataBase Reference | 64169-34-2(CAS DataBase Reference) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 37/39-26 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | EJ9940000 | |||||||||
| HS Code | 29329990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
5-Bromophthalide price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 647187 | 5-Bromophthalide 97% | 64169-34-2 | 5g | $40.1 | 2026-04-30 | Buy |
| Sigma-Aldrich | 647187 | 5-Bromophthalide 97% | 64169-34-2 | 25g | $121 | 2026-04-30 | Buy |
| TCI Chemical | B2770 | 5-Bromophthalide | 64169-34-2 | 5G | $31 | 2026-04-30 | Buy |
| TCI Chemical | B2770 | 5-Bromophthalide >98.0%(GC) | 64169-34-2 | 25g | $94 | 2026-04-30 | Buy |
| TRC | TRC-B686570-5G | 5-Bromophthalide | 64169-34-2 | 5g | $65 | 2026-06-03 | Buy |
5-Bromophthalide Chemical Properties, Uses, Production
Chemical Properties
5-Bromophthalide is white to Pale Yellow Crystalline Solid
Uses
5-Bromophthalide is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. It is a key intermediate of citalopram.
Uses
5-Bromophthalide is a useful synthetic intermediate
Synthesis
65399-05-5
64169-34-2
The general procedure for the synthesis of 5-bromophthalide from 5-aminophthalide was as follows: first, 5-nitrophthalimide (8) was prepared by nitration of phthalimide (7), using 200 g of phthalimide (7) in a mixture of HNO3 and H2SO4 acids at 0 °C to give 146 g of the product (8) in 56% yield. Subsequently, 8 was reduced to amine 9 by catalytic hydrogenation, using 5% Pd/C as catalyst, in EtOAc solvent in 97% yield. This step encountered the bottleneck of high solvent usage in large-scale operation. The improved method used the catalytic reduction reaction of zinc powder and copper(II) sulfate in 6 M NaOH aqueous solution to prepare aminophthalide 10 directly from 8 in one step in 100% yield, which effectively solved the bottleneck problem. Aminophthalide 10 was converted to 5-bromophthalide 11 in 76% yield by the Sandmeyer reaction in the presence of NaNO2 and 4 M HBr at 0 °C, followed by the addition of CuBr. A single batch yielded 36 g of 11. Next, 11 was reduced by diisobutylaluminum hydride (DIBAL) in toluene at -42 °C to give bromolactone 12 in 77% yield . Finally, 12 was reacted with boron trifluoride ether compounds in methanol to prepare bromoacetal 6 in 96% yield. The whole synthetic route was efficient and only the last two steps (e and f) required purification of the product by chromatography.
References
[1] Patent: US2011/77394, 2011, A1. Location in patent: Page/Page column 15
[2] Patent: CN108383833, 2018, A. Location in patent: Paragraph 0013
[3] Journal of the Chemical Society, 1931, p. 867,869
[4] Journal of Heterocyclic Chemistry, 2006, vol. 43, # 5, p. 1195 - 1204
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 5, p. 1941 - 1946
5-Bromophthalide Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Huaian Jiamu Biotechnology Co., Ltd. | 0517-83187139 18205232085 | cai@jiamu-bio.com | China | 2999 | 58 |
| Shaoxing Hongda Medical Technology Co.,Ltd | 18072995930 | sales001@hongdabova.com | China | 26 | 58 |
| Suzhou Junch Pharmaceutical Co., Ltd | 18625279558; 18625279558 | sales01@junchpharm.com | China | 12 | 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 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| ITIC MEDCHEM(SUZHOU) CO.,LTD. | 0512-68323967 18015559028 | sales@iticmedchem.com | China | 528 | 61 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TAIYUAN RHF CO.,LTD. | +86 351 7031519 | sales@RHFChem.com | China | 2334 | 56 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
View Latest Price from 5-Bromophthalide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-05-07 | 5-Bromophthalide
64169-34-2
|
0.99 | 1 tons | Suzhou Nordica Biopharma CO.,LTD | |||
 |
2020-11-16 | 5-Bromophthalide
64169-34-2
|
$400.00 | 1KG | 99% | 10000KG | Longyan Tianhua Biological Technology Co., Ltd | |
 |
2019-07-06 | 5-Bromophthalide
64169-34-2
|
$1.00 | 1KG | 98% | 100KG | Career Henan Chemical Co |
-
- 5-Bromophthalide
64169-34-2
- 0.99
- Suzhou Nordica Biopharma CO.,LTD
-
- 5-Bromophthalide
64169-34-2
- $400.00
- 99%
- Longyan Tianhua Biological Technology Co., Ltd
-
- 5-Bromophthalide
64169-34-2
- $1.00
- 98%
- Career Henan Chemical Co
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