Reaction #4103964
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-dee056b55fa249aa9d5ac94b27a5d2c4No renderable structure data available
C1=CC(=CC=C1N)N=[N+]=[N-]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-azidoaniline |
|---|---|
| IUPAC Name | — |
| CAS Number | 14860-64-1 |
| Database ID | 84674 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-azidoaniline (CAS 14860-64-1) 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 84674
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-dee056b55fa249aa9d5ac94b27a5d2c4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6896e084f01c45f59c682288083fc8cdConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-882b12eb691540ff82b4e9ad38f8502cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Azidoaniline (0.038 g, 0.283 mmol) was added to a solution of 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole (0.100 g, 0.262 mmol) in THF (0.10 mL). LiBr (0.001 g, 0.013 mmol) was added and the reaction was stirred at room temperature for 3 days. The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane) to afford the desired product (31 mg, 23%). The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane)
Source ID: ord-0fb4749369aa4fd2a9a2caae639d07a4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chrornatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-9870903648da4020b0048d36de37a5f1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-691ba8b271b944ceb75fd75bd750043bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-f504ad856d90487190034ee134643bf5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Azidoaniline (0.038 g, 0.283 mmol) was added to a solution of 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole (0.100 g, 0.262 mmol) in THF (0.10 mL). LiBr (0.001 g, 0.013 mmol) was added and the reaction was stirred at room temperature for 3 days. The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane) to afford the desired product (31 mg, 23%). The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane)
Source ID: ord-ab0a4e3344f0499ead304af91417866dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4-Azidoaniline (0.038 g, 0.283 mmol) was added to a solution of 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole (0.100 g, 0.262 mmol) in THF (0.10 mL). LiBr (0.001 g, 0.013 mmol) was added and the reaction was stirred at room temperature for 3 days. The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane) to afford the desired product (31 mg, 23%). The reaction was purified directly by chromatography (SiO2, 0-25% EtOAc/Hexane)
Source ID: ord-ab0a4e3344f0499ead304af91417866dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-5f78c85fc100415f905549455ead39c5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-5f78c85fc100415f905549455ead39c5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following General Procedure AA above and using 4-azidoaniline (Aldrich) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 25% EtOAc/hexanes as the eluant). The reaction was monitored by tlc on silica gel (Rf=0.3 in 25% EtOAc/hexanes) and purification
Source ID: ord-44c0e6e43894405cbc0af80e49fefda6PubChem References
These sources are listed in the compound's public database record.
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