Reaction #4171962
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-73130a1db0c542079654e4e597b1b918No renderable structure data available
C1=C(C=C(C(=C1N)I)Cl)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3,5-dichloro-2-iodoaniline |
|---|---|
| IUPAC Name | — |
| CAS Number | 144580-02-9 |
| Database ID | 10016943 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3,5-dichloro-2-iodoaniline (CAS 144580-02-9) 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 10016943
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-73130a1db0c542079654e4e597b1b918Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-5a73e3d4f0ea4a83ac240edfe093d315Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-73130a1db0c542079654e4e597b1b918Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-f451619b860f4184a339dd18c136f915Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-5a73e3d4f0ea4a83ac240edfe093d315Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-4ceea21602f14491be44d83de1acef48Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-4ceea21602f14491be44d83de1acef48Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10g, 61.5mmol) in 1:1 acetic acid/methylene chloride (200mL). Add N-iodosuccinimide (16.9g, 61.5mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200mL) and extract into methylene chloride (100mL). Wash with saturated sodium hydrogen carbonate (200mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1g, 45%); mp 61°-63° C. extract into methylene chloride (100mL) Wash with saturated sodium hydrogen carbonate (200mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-cfbec2838c364f0aa53c5502b7dbe5a6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-f451619b860f4184a339dd18c136f915Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-5a73e3d4f0ea4a83ac240edfe093d315Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C. extract into methylene chloride (100 mL) Wash with saturated sodium hydrogen carbonate (200 mL) dry (MgSO4) evaporate the solvent in vacuo Purify by silica gel chromatography
Source ID: ord-4ceea21602f14491be44d83de1acef48PubChem References
These sources are listed in the compound's public database record.
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