No renderable structure data available
C1=CC2=C(C=C(N2)C(=O)N)C(=C1)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-bromo-1H-indole-2-carboxamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 955978-73-1 |
| Database ID | 59151273 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-bromo-1H-indole-2-carboxamide (CAS 955978-73-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 59151273
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0f5af8fd0a35498db5b73f9f6cf6007cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorous oxychloride (1.9 mL, 20 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid amide (1.32 g, 5.5 mmol.) in toluene (10 mL) and the mixture was stirred at reflux for 45 min. On cooling, the mixture was poured into an aqueous Na2CO3 solution (sat., 50 mL) and the mixture stirred until effervescence had subsided. The layers were separated, the aqueous phase extracted with EtOAc and the combined organic layers dried (MgSO4) and evaporated to dryness. The crude material was purified by column chromatography to afford the title compound as a solid (1.00 g, 82%). at reflux for 45 min On cooling the mixture stirred until effervescence The layers were separated the aqueous phase extracted with EtOAc the combined organic layers dried (MgSO4) evaporated to dryness The crude material was purified by column chromatography
Source ID: ord-8f744deb2a624617a3df05241bc699f3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-ce40d6087e0f4d64aa4a233232fbd730Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-ce40d6087e0f4d64aa4a233232fbd730Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0f5af8fd0a35498db5b73f9f6cf6007cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorous oxychloride (1.9 mL, 20 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid amide (1.32 g, 5.5 mmol.) in toluene (10 mL) and the mixture was stirred at reflux for 45 min. On cooling, the mixture was poured into an aqueous Na2CO3 solution (sat., 50 mL) and the mixture stirred until effervescence had subsided. The layers were separated, the aqueous phase extracted with EtOAc and the combined organic layers dried (MgSO4) and evaporated to dryness. The crude material was purified by column chromatography to afford the title compound as a solid (1.00 g, 82%). at reflux for 45 min On cooling the mixture stirred until effervescence The layers were separated the aqueous phase extracted with EtOAc the combined organic layers dried (MgSO4) evaporated to dryness The crude material was purified by column chromatography
Source ID: ord-6ddc06bd0bf048cbac98276d23aa3f70Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-59c60a2e25634da18f36736045ed4cfeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-59c60a2e25634da18f36736045ed4cfeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorous oxychloride (1.9 mL, 20 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid amide (1.32 g, 5.5 mmol.) in toluene (10 mL) and the mixture was stirred at reflux for 45 min. On cooling, the mixture was poured into an aqueous Na2CO3 solution (sat., 50 mL) and the mixture stirred until effervescence had subsided. The layers were separated, the aqueous phase extracted with EtOAc and the combined organic layers dried (MgSO4) and evaporated to dryness. The crude material was purified by column chromatography to afford the title compound as a solid (1.00 g, 82%). at reflux for 45 min On cooling the mixture stirred until effervescence The layers were separated the aqueous phase extracted with EtOAc the combined organic layers dried (MgSO4) evaporated to dryness The crude material was purified by column chromatography
Source ID: ord-cf745d93a0bc452097c1759ab18bb8c3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-18d752e457694508a737a65cca5f4c20Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorous oxychloride (1.9 mL, 20 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid amide (1.32 g, 5.5 mmol.) in toluene (10 mL) and the mixture was stirred at reflux for 45 min. On cooling, the mixture was poured into an aqueous Na2CO3 solution (sat., 50 mL) and the mixture stirred until effervescence had subsided. The layers were separated, the aqueous phase extracted with EtOAc and the combined organic layers dried (MgSO4) and evaporated to dryness. The crude material was purified by column chromatography to afford the title compound as a solid (1.00 g, 82%). at reflux for 45 min On cooling the mixture stirred until effervescence The layers were separated the aqueous phase extracted with EtOAc the combined organic layers dried (MgSO4) evaporated to dryness The crude material was purified by column chromatography
Source ID: ord-8f744deb2a624617a3df05241bc699f3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Oxalyl chloride (0.9 mL, 10 mmol) was added to a suspension of 4-bromo-1H-indole-2-carboxylic acid (2.1 g, 8.8 mmol) in DCM and the mixture was stirred for 2 h. The solution formed was added drop-wise to a stirring mixture of ammonia (37%, 50 mL) and ice (50 mL). The resulting mixture was allowed to stand for 3 days. The mixture was filtered and the filtrate extracted with EtOAc. The solid from the filtration was dissolved in EtOAc and the organic solutions were combined, dried (MgSO4) and then evaporated to afford the title compound as a brown solid (2.1 g, 100%). The solution formed was added drop-wise to stand for 3 days The mixture was filtered the filtrate extracted with EtOAc The solid from the filtration was dissolved in EtOAc dried (MgSO4) evaporated
Source ID: ord-ce40d6087e0f4d64aa4a233232fbd730PubChem References
These sources are listed in the compound's public database record.
Related Products
12 related records
CAS 2089315-27-3
CAS 893730-03-5
CAS 1857296-50-4
CAS 1231891-30-7
CAS 877371-97-6
CAS 1823552-56-2
CAS 1330752-91-4
CAS 877998-68-0
CAS 65148-09-6
CAS 893731-58-3
CAS 853685-79-7
CAS 1089328-67-5
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.