Reaction #4159461
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2adc2e61ba1b44c891f8a2b9b20c81f0No renderable structure data available
C1=CC=C(C(=C1)C(=O)N)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-fluorobenzamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 445-28-3 |
| Database ID | 67964 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-fluorobenzamide (CAS 445-28-3) 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 67964
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-2adc2e61ba1b44c891f8a2b9b20c81f0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c41a2145ab034fc49d0b586089dc441cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ea28d85ce4074b2091a54c8877f52d29Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2adc2e61ba1b44c891f8a2b9b20c81f0Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c41a2145ab034fc49d0b586089dc441cConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c41a2145ab034fc49d0b586089dc441cConditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.24 g (1.5 mmol) of 2-fluorobenzamide and 0.19 g (1.6 mmol, 1.1 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.28 g (1.5 mmol) of 2,3-dichloro-4-cyano aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.41 g (Yield 73%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-4996e52ad0fb4ccebf80735f6f50f821Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.22 g (1.6 mmol) of 2-fluorobenzamide and 0.22 g (1.8 mmol, 1.1 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.3 g (1.6 mmol) of 2-chloro-4-fluoro-3-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.42 g (Yield 67%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-f1d1ae9235164405ba5665b4bc9795e4Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.38 g (2.7 mmol) of 2-fluorobenzamide and 0.36 g (2.9 mmol, 1.1 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.7 g (2.7 mmol) of 2-bromo-4-fluoro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 1.06 g (Yield 93%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-6e8f19bceeb94675af6bdee7a0774ab8Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.38 g (2.7 mmol) of 2-fluorobenzamide and 0.36 g (2.9 mmol, 1.1 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.7 g (2.7 mmol) of 2-bromo-4-fluoro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 1.06 g (Yield 93%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-6e8f19bceeb94675af6bdee7a0774ab8Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.47 g (3.0 mmol) of 2-fluorobenzamide and 0.40 g (3.2 mmol, 1.05 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.95 g (3.0 mmol) of 2,4-dibromo-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 1.11 g (Yield 77%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-135643e8b5fd4a2ca471d20b5e088051Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 0.43 g (3.1 mmol) of 2-fluorobenzamide and 0.43 g (3.4 mmol, 1.1 eq) of oxalyl chloride were added to 10 ml of 1,2-dichloroethane and then the mixture was stirred for 8 hours at 100° C. The reaction solution was cooled down to room temperature. The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure to obtain 2-fluorobenzoyl isocyanate in an oily state. 10 ml of fresh 1,2-dichloroethane and 0.85 g (3.1 mmol) of 2-bromo-4-chloro-5-trifluoromethyl aniline were successively added thereto, reacted for 2 hours and filtered to obtain 0.82 g (Yield 60%) of the title compound as a solid. The reaction solution was cooled down to room temperature The reaction solvent and excessive oxalyl chloride were removed by distillation under reduced pressure
Source ID: ord-d8785cc2bcea4d98974848d648d76598PubChem References
These sources are listed in the compound's public database record.
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