4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE
![4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Structure](CAS/GIF/63873-61-0.gif)
- CAS No.
- 63873-61-0
- Chemical Name:
- 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE
- Synonyms
- 6-bromo-5-fluoro-1,3-dihydroindol-4-one;4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE;Thieno[2,3-b]pyridine-5-carbonitrile, 4-chloro-
- CBNumber:
- CB9848614
- Molecular Formula:
- C8H3ClN2S
- Molecular Weight:
- 194.64
- MDL Number:
- MFCD08706210
- MOL File:
- 63873-61-0.mol
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| HS Code | 2934999090 |
4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | C411528 | 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile | 63873-61-0 | 100mg | $200 | 2021-12-16 | Buy |
| Apolloscientific | OR913377 | 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile 95% | 63873-61-0 | 250mg | $250 | 2021-12-16 | Buy |
| SynQuest Laboratories | 7H37-5-03 | 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile 95% | 63873-61-0 | 250mg | $400 | 2021-12-16 | Buy |
| Apolloscientific | OR913377 | 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile 95% | 63873-61-0 | 1g | $595 | 2021-12-16 | Buy |
| SynQuest Laboratories | 7H37-5-03 | 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile 95% | 63873-61-0 | 1g | $952 | 2021-12-16 | Buy |
4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Chemical Properties,Uses,Production
Synthesis
![4-Hydroxythieno[2,3-b]pyridine-5-carbonitrile](/CAS/GIF/63873-60-9.gif)
63873-60-9
![4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE](/CAS/GIF/63873-61-0.gif)
63873-61-0
The general procedure for the synthesis of 4-chlorothieno[2,3-b]pyridine-5-carbonitrile as starting material via chlorination was as follows: first, bis-(2-thienylammonium) hexachlorostannate (2) was produced by the reduction of 2-nitrothiophene (1) by the reaction of tin and hydrochloric acid. Subsequently, the compound was subjected to a condensation reaction with ethyl (ethoxymethylene) cyanoacetate in pyridine at 40-50 °C over 24 h to give ethyl α-cyano-β-(N-2-thienylammonium) acrylate (3) in 88% yield. Next, 4-hydroxythieno[2,3-b]pyridine-5-carbonitrile (4) was isolated in 78% yield by refluxing the acrylate through Dowtherm at 250 °C for 40 min, which induced cyclization of the acrylate, followed by precipitation from petroleum ether. Finally, compound 4 was refluxed with phosphoryl chloride at 110 °C for 6 h for chlorination reaction to afford the target product 4-chlorothieno[2,3-b]pyridine-5-carbonitrile (5) in 76% yield.
References
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 17, p. 8196 - 8204
[2] Synthetic Communications, 2013, vol. 43, # 24, p. 3373 - 3386
[3] Heterocycles, 1977, vol. 6, p. 727 - 729
[4] Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 807 - 812
4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43340 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +86-18621343501; +undefined18621343501 | product@acmec-e.com | China | 33338 | 58 |
| Jilin Chinese Academy of Sciences-yanshen Technology | +undefined18143011203 | info@chemextension.com | China | 42056 | 58 |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40066 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
| Chiba Pharmaceutical Science and technology Co, Ltd. | 0531-81313138 13066006660 | chibapharm@foxmail.com | China | 3986 | 55 |
| Wuhan TCASChem Technology Co., Ltd. | 027-86697669 13986148687 | sales@tcaschem.com | China | 4069 | 55 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 18626450290 | yftan@aikonchem.com | China | 16679 | 50 |
| Accela ChemBio Inc. | +1(858) 699-3322 | marketing@accelachem.com | United States | 6024 | 65 |
