Reaction #4131659
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2cc9493da36a4a5cbde28df5b9b4052eNo renderable structure data available
C[N+](=CCl)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | chloromethylidene(dimethyl)azanium |
|---|---|
| IUPAC Name | — |
| CAS Number | 44205-36-9 |
| Database ID | 77312 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
chloromethylidene(dimethyl)azanium (CAS 44205-36-9) 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 77312
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-2cc9493da36a4a5cbde28df5b9b4052eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b4ffcbecc2c94ab5a081623534efe3b7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8bff3ae88d134e0bbfd39e54e2076e85Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-277fc37c7709487a8831742902bc9c6bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a5d151ed63474c22b36fbe37a2155accConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-22a9c586acf34f0880dbd319825e5b81Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c262504eff814504b61cc101099c5991Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-058f1165bfce4fd1b18b9a453747163eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ebacbcb83b194b3f9dc1721957d6de0bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6483c009105c4820ba21e9e10fec1f80Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-4,6-difluoro-1H-indole (285 mg, 1.23 mmol) in DMF (2 mL) was added N-(chloromethylidene)-N-methylmethanaminium (236 mg, 1.84 mmol) at room temperature. The reaction mixture was stirred for 30 min, and treated with additional N-(chloromethylidene)-N-methylmethanaminium (100 mg). The mixture was stirred for an additional 30 minutes at room temperature. The reaction mixture was then treated with 1N aqueous NaOH (2.5 mL) and water (2.5 mL). The mixture was stirred at 100° C. for 30 min. After cooling to room temperature, the solvents were evaporated in vacuo, and the residue was diluted with THF (2 mL) and water (2 mL). The resulting mixture was stirred at room temperature for 2 hours, and the resulting solids were collected by filtration. The solids were washed with water and heptanes and dried in vacuo to give the title compound (157 mg) as a brown solid. MS (ES+) 261.8 ((M+2)+H)+. The mixture was stirred for an additional 30 minutes at room temperature The mixture was stirred at 100° C. for 30 min the solvents were evaporated in vacuo the residue was diluted with THF (2 mL) and water (2 mL) The resulting mixture was stirred at room temperature for 2 hours the resulting solids were collected by filtration The solids were washed with water and heptanes dried in vacuo
Source ID: ord-94877df172134b3e9045a301bcdf3b08Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-4,6-difluoro-1H-indole (285 mg, 1.23 mmol) in DMF (2 mL) was added N-(chloromethylidene)-N-methylmethanaminium (236 mg, 1.84 mmol) at room temperature. The reaction mixture was stirred for 30 min, and treated with additional N-(chloromethylidene)-N-methylmethanaminium (100 mg). The mixture was stirred for an additional 30 minutes at room temperature. The reaction mixture was then treated with 1 N aqueous NaOH (2.5 mL) and water (2.5 mL). The mixture was stirred at 100° C. for 30 min. After cooling to room temperature, the solvents were evaporated in vacuo, and the residue was diluted with THF (2 mL) and water (2 mL). The resulting mixture was stirred at room temperature for 2 hours, and the resulting solids were collected by filtration. The solids were washed with water and heptanes and dried in vacuo to give the title compound (157 mg) as a brown solid. MS (ES+) 261.8 ((M+2)+H)+. The mixture was stirred for an additional 30 minutes at room temperature The mixture was stirred at 100° C. for 30 min the solvents were evaporated in vacuo the residue was diluted with THF (2 mL) and water (2 mL) The resulting mixture was stirred at room temperature for 2 hours the resulting solids were collected by filtration The solids were washed with water and heptanes dried in vacuo
Source ID: ord-df0cc8852dbd41a3a543556a0a7fb273PubChem References
These sources are listed in the compound's public database record.
Related Products
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