Reaction #4036713
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e8c4d9bcd45491297e0900c09d1e1c8No renderable structure data available
C1=CC(=C(C(=C1)Cl)Cl)CClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1,2-dichloro-3-(chloromethyl)benzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 3290-01-5 |
| Database ID | 76790 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1,2-dichloro-3-(chloromethyl)benzene (CAS 3290-01-5) 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 76790
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-5e8c4d9bcd45491297e0900c09d1e1c8Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under an argon stream, to a suspension of zinc powder (55.1 g, 843 mmol) in tetrahydrofuran (THF; 56 ml) was added 1,2-dibromoethane (2.9 ml, 33.8 mmol) and the mixture was heated under reflux for 5 min. Then, trimethylsilyl chloride (8.6 ml, 67.5 mmol) was added at 0° C. and the mixture was stirred at 0° C. for 5 min, after which a solution of 2,3-dichlorobenzyl chloride (82.4 g, 421.7 mmol) in THF (330 ml) was added dropwise with ice-cooling. After completion of the dropwise addition, the mixture was warmed to room temperature and stirred for 1 hr to give a solution of 2,3-dichlorobenzylzinc chloride in THF. the mixture was heated under reflux for 5 min cooling After completion of the dropwise addition the mixture was warmed to room temperature stirred for 1 hr
Source ID: ord-6c552893a17c45cd95cacf07d34e3298Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The titled compound (228 mg) as a white solid was prepared from the 6-bromo-3-methyl-1H-indazole (152 mg) obtained with the method described in the document (JP 2009-528363 W) and 2,3-dichlorobenzyl chloride (215 mg) according to the method of the process (1) of Example 66. obtained with the method
Source ID: ord-3197af0bf3864058b1276d64180ca859Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The titled compound (13 mg) as a white solid was prepared from the compound [4-6] obtained in the process (6) of Example 4 (100 mg) and 2,3-dichlorobenzyl chloride according to the method of the process (7) of Example 4.
Source ID: ord-89a09d82c2884ce2861948c30ab3d604Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under an argon stream, to a suspension of zinc powder (55.1 g, 843 mmol) in tetrahydrofuran (THF; 56 ml) was added 1,2-dibromoethane (2.9 ml, 33.8 mmol), and the mixture was heated under reflux for 5 min. Subsequently, trimethylsilyl chloride (8.6 ml, 67.5 mmol) was added at 0° C., and the mixture was stirred at 0° C. for 5 min. A solution of 2,3-dichlorobenzyl chloride (82.4 g, 421.7 mmol) in THF (330 ml) was added dropwise under ice-cooling, and after the completion of the dropwise addition, the mixture was allowed to warm to room temperature. The mixture was stirred for 1 hr to give a solution of 2,3-dichlorobenzylzinc chloride in THF. the mixture was heated under reflux for 5 min cooling after the completion of the dropwise addition to warm to room temperature The mixture was stirred for 1 hr
Source ID: ord-5a39f8bed747478d9d0d131a61047aa0Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under an argon stream, to a suspension of zinc powder (55.1 g, 843 mmol) in tetrahydrofuran (THF; 56 ml) was added 1,2-dibromoethane (2.9 ml, 33.8 mmol), and the mixture was heated under reflux for 5 min. Subsequently, trimethylsilyl chloride (8.6 ml, 67.5 mmol) was added at 0° C., and the mixture was stirred at 0° C. for 5 min. A solution of 2,3-dichlorobenzyl chloride (82.4 g, 421.7 mmol) in THF (330 ml) was added dropwise under ice-cooling, and after the completion of the dropwise addition, the mixture was allowed to warm to room temperature. The mixture was stirred for 1 hr to give a solution of 2,3-dichlorobenzylzinc chloride in THF. the mixture was heated under reflux for 5 min cooling after the completion of the dropwise addition to warm to room temperature The mixture was stirred for 1 hr
Source ID: ord-5a39f8bed747478d9d0d131a61047aa0Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under an argon stream, to a suspension of zinc powder (55.1 g, 843 mmol) in tetrahydrofuran (THF; 56 ml) was added 1,2-dibromoethane (2.9 ml, 33.8 mmol) and the mixture was heated under reflux for 5 min. Then, trimethylsilyl chloride (8.6 ml, 67.5 mmol) was added at 0° C. and the mixture was stirred at 0° C. for 5 min, after which a solution of 2,3-dichlorobenzyl chloride (82.4 g, 421.7 mmol) in THF (330 ml) was added dropwise with ice-cooling. After completion of the dropwise addition, the mixture was warmed to room temperature and stirred for 1 hr to give a solution of 2,3-dichlorobenzylzinc chloride in THF. the mixture was heated under reflux for 5 min cooling After completion of the dropwise addition the mixture was warmed to room temperature stirred for 1 hr
Source ID: ord-6c552893a17c45cd95cacf07d34e3298Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Under an argon stream, to a suspension of zinc powder (55.1 g, 843 mmol) in tetrahydrofuran (THF; 56 ml) was added 1,2-dibromoethane (2.9 ml, 33.8 mmol) and the mixture was heated under reflux for 5 min. Then, trimethylsilyl chloride (8.6 ml, 67.5 mmol) was added at 0° C. and the mixture was stirred at 0° C. for 5 min, after which a solution of 2,3-dichlorobenzyl chloride (82.4 g, 421.7 mmol) in THF (330 ml) was added dropwise with ice-cooling. After completion of the dropwise addition, the mixture was warmed to room temperature and stirred for 1 hr to give a solution of 2,3-dichlorobenzylzinc chloride in THF. the mixture was heated under reflux for 5 min cooling After completion of the dropwise addition the mixture was warmed to room temperature stirred for 1 hr
Source ID: ord-6c552893a17c45cd95cacf07d34e3298Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2,3-Dichlorobenzyl chloride (0.27 mmol) and K2CO3 (63 mg, 0.45 mmol) were added to a solution of [5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester (40 mg, 0.09 mmol) in CH3CN (1 mL), and stirred overnight at 80° C. The reaction mixture was diluted with EtOAc and H2O, and then filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was carried onto the next reaction without any further purification or characterization. filtered through an Extrelut column The column was washed with EtOAc the filtrate was concentrated The crude product was carried onto the next reaction without any further purification or characterization
Source ID: ord-fd370e68eb5240ac810f2f74c672b339Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e8c4d9bcd45491297e0900c09d1e1c8Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2,3-Dichlorobenzyl chloride (0.27 mmol) and K2CO3 (63 mg, 0.45 mmol) were added to a solution of [5-(4-fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester (40 mg, 0.09 mmol) in CH3CN (1 mL), and stirred overnight at 80° C. The reaction mixture was diluted with EtOAc and H2O, and then filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was carried onto the next reaction without any further purification or characterization. filtered through an Extrelut column The column was washed with EtOAc the filtrate was concentrated The crude product was carried onto the next reaction without any further purification or characterization
Source ID: ord-fd370e68eb5240ac810f2f74c672b339Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The titled compound (228 mg) as a white solid was prepared from the 6-bromo-3-methyl-1H-indazole (152 mg) obtained with the method described in the document (JP 2009-528363 W) and 2,3-dichlorobenzyl chloride (215 mg) according to the method of the process (1) of Example 66. obtained with the method
Source ID: ord-fb2f1b9f1a17469db8243d9fb3caa2aePubChem References
These sources are listed in the compound's public database record.
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