No renderable structure data available
C1=COC(=C1Br)C(=O)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-bromofuran-2-carbonyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 58777-57-4 |
| Database ID | 21864576 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-bromofuran-2-carbonyl chloride (CAS 58777-57-4) 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 21864576
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-ed211c8b37b84e3b9dd8c06e956bf383Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 3-amino-4-chloro-benzamidoxime (293 mg, 1.58 mmol) and 3-bromofuran-2-carbonyl chloride (329 mg, 1.57 mmol) in pyridine (2.8 mL) under reflux similar to Example 1b, yielded 289 mg (54%) as a white solid. 1H NMR (CDCl3): 7.66 (d, J=1.64 Hz, 1H), 7.59 (d, J=1.92 Hz, 1H), 7.50 (dd, J1=8.38 Hz, J2=2.07 Hz, 1H), 7.37 (d, J=8.24 Hz, 1H), 6.75 (d, J=1.93 Hz, 1H), 4.22 (s, 2H). under reflux similar to Example 1b yielded 289 mg (54%) as a white solid
Source ID: ord-d49feab61b7c437a94ab600c7a4fc3dcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 3-amino-4-chloro-benzamidoxime (293 mg, 1.58 mmol) and 3-bromofuran-2-carbonyl chloride (329 mg, 1.57 mmol) in pyridine (2.8 mL) under reflux similar to Example 1b, yielded 289 mg (54%) as a white solid. 1H NMR (CDCl3): 7.66 (d, J=1.64 Hz, 1H), 7.59 (d, J=1.92 Hz, 1H), 7.50 (dd, J1=8.38 Hz, J2=2.07 Hz, 1H), 7.37 (d, J=8.24 Hz, 1H), 6.75 (d, J=1.93 Hz, 1H), 4.22 (s, 2H). under reflux similar to Example 1b yielded 289 mg (54%) as a white solid
Source ID: ord-d49feab61b7c437a94ab600c7a4fc3dcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ed211c8b37b84e3b9dd8c06e956bf383Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 3-amino-4-chloro-benzamidoxime (293 mg, 1.58 mmol) and 3-bromofuran-2-carbonyl chloride (329 mg, 1.57 mmol) in pyridine (2.8 mL) under reflux similar to Example 1b, yielded 289 mg (54%) as a white solid. 1H NMR (CDCl3): 7.66 (d, J=1.64 Hz, 1H), 7.59 (d, J=1.92 Hz, 1H), 7.50 (dd, J1=8.38 Hz, J2=2.07 Hz, 1H), 7.37 (d, J=8.24 Hz, 1H), 6.75 (d, J=1.93 Hz, 1H), 4.22 (s, 2H). under reflux similar to Example 1b yielded 289 mg (54%) as a white solid
Source ID: ord-2b1fecd8ef5f47a19969c4fb62785e44Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 3-amino-4-chloro-benzamidoxime (293 mg, 1.58 mmol) and 3-bromofuran-2-carbonyl chloride (329 mg, 1.57 mmol) in pyridine (2.8 mL) under reflux similar to Example 1b, yielded 289 mg (54%) as a white solid. 1H NMR (CDCl3): 7.66 (d, J=1.64 Hz, 1H), 7.59 (d, J=1.92 Hz, 1H), 7.50 (dd, J1=8.38 Hz, J2=2.07 Hz, 1H), 7.37 (d, J=8.24 Hz, 1H), 6.75 (d, J=1.93 Hz, 1H), 4.22 (s, 2H). under reflux similar to Example 1b yielded 289 mg (54%) as a white solid
Source ID: ord-2b1fecd8ef5f47a19969c4fb62785e44Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 3-amino-4-chloro-benzamidoxime (293 mg, 1.58 mmol) and 3-bromofuran-2-carbonyl chloride (329 mg, 1.57 mmol) in pyridine (2.8 mL) under reflux similar to Example 1b, yielded 289 mg (54%) as a white solid. 1H NMR (CDCl3): 7.66 (d, J=1.64 Hz, 1H), 7.59 (d, J=1.92 Hz, 1H), 7.50 (dd, J1=8.38 Hz, J2=2.07 Hz, 1H), 7.37 (d, J=8.24 Hz, 1H), 6.75 (d, J=1.93 Hz, 1H), 4.22 (s, 2H). under reflux similar to Example 1b yielded 289 mg (54%) as a white solid
Source ID: ord-2b1fecd8ef5f47a19969c4fb62785e44Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 4-chlorobenzamidoxime (479 mg, 2.29 mmol) and 3-bromo-furan-2-carbonyl chloride (390 mg, 2.29 mmol) similar to Example 16, and yielded 570 mg (81%) of white solid. 1H NMR (CDCl3): 8.13 (dd, J=8.80, 2.20 Hz, 2H), 7.67 (d, J=1.92 Hz, 1H), 7.49 (dd, J=8.79, 2.20 Hz, 2H), 6.75 (d, J=1.92 Hz, 1H).
Source ID: ord-863c0ff871ef4dc9b1337454266d382dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 5-trifluoromethyl-pyridine-2-amidoxime (480 mg, 2.34 mmol) and 3-bromo-furan-2-carbonyl chloride (490 mg, 2.34 mmol) similar to Example 16, and yielded 718 mg (85%) of light yellow solid. 1H NMR (CDCl3): 9.09 (m, 1H), 8.37 (d, J=8.24 Hz, 1H), 8.14 (dd, J=8.10, 2.34 Hz, 1H), 7.70 (d, J=1.92 Hz, 1H), 6.78 (d, J=1.92 Hz, 1H). yielded 718 mg (85%) of light yellow solid
Source ID: ord-ce4e21f5ccff4fba93ed67b3db68469fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compounds of this invention with Formulae I-IX may be prepared as illustrated by the exemplary reaction in Scheme 2. Reaction of 3-bromo-furan-2-carboxylic acid with thionyl chloride produces intermediate, 3-bromo-furan-2-carbonyl chloride, followed by refluxing with 4-trifluoromethyl-benzamidoxime in pyridine produces the product 5-(3-bromo-furan)-3-(4-trifluoromethyl-phenyl)-[1,2,4]-oxadiazole. Compounds of this invention with Formulae I-IX may be prepared as illustrated by the exemplary reaction in Scheme 2
Source ID: ord-209a46d3a39a4c428b257bbcc119fb2dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 4-chlorobenzamidoxime (479 mg, 2.29 mmol) and 3-bromo-furan-2-carbonyl chloride (390 mg, 2.29 mmol) similar to Example 16, and yielded 570 mg (81%) of white solid. 1H NMR (CDCl3): 8.13 (dd, J=8.80, 2.20 Hz, 2H), 7.67 (d, J=1.92 Hz, 1H), 7.49 (dd, J=8.79, 2.20 Hz, 2H), 6.75 (d, J=1.92 Hz, 1H).
Source ID: ord-209694eaeb0a4a70b88b83c6f9d24fb5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared from 5-trifluoromethyl-pyridine-2-amidoxime (480 mg, 2.34 mmol) and 3-bromo-furan-2-carbonyl chloride (490 mg, 2.34 mmol) similar to Example 16, and yielded 718 mg (85%) of light yellow solid. 1H NMR (CDCl3): 9.09 (m, 1H), 8.37 (d, J=8.24 Hz, 1H), 8.14 (dd, J=8.10, 2.34 Hz, 1H), 7.70 (d, J=1.92 Hz, 1H), 6.78 (d, J=1.92 Hz, 1H). yielded 718 mg (85%) of light yellow solid
Source ID: ord-5a2827b10970485ab102267c7c235dedPubChem References
These sources are listed in the compound's public database record.
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