Reaction #3874972
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d6befd3edea94e9ea085dfec810a5268No renderable structure data available
C1=C(OC(=C1)Cl)S(=O)(=O)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 5-chlorofuran-2-sulfonyl chloride |
|---|---|
| IUPAC Name | — |
| CAS Number | 443990-97-4 |
| Database ID | 22500732 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
5-chlorofuran-2-sulfonyl chloride (CAS 443990-97-4) 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 22500732
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d6befd3edea94e9ea085dfec810a5268Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ7.05 (d, 1H); 6.35 (d, 1H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-faa25bb7ffc64471876cb441003e54b1Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 20 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ 7.05 (d, 1H); 6.35 (d, 1 H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-327a3fd7be35407abbc34ec766cc6f23Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ7.05 (d, 1H); 6.35 (d, 1H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-faa25bb7ffc64471876cb441003e54b1Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ7.05 (d, 1H); 6.35 (d, 1H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-faa25bb7ffc64471876cb441003e54b1Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (141 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ 7.05 (d, 1H); 6.35 (d, 1H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-1ec50ffd973f41099d12f02e0c415586Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ 7.05 (d, 1H); 6.35 (d, 1 H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-1de0ecf072cb407cb85d99747880110cConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 20 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ 7.05 (d, 1H); 6.35 (d, 1 H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-327a3fd7be35407abbc34ec766cc6f23Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus pentachloride (40.53 g, 0.1947 mol) was added portionwise (caution, foaming) over 5 min at 25° C. to chlorosulfonic acid (56.8 g, 32.4 mL, 0.487 mol) and the resulting solution was stirred at 25° C. for 10 min. Then, 2-chlorofuran (20.0 g, 0.1947 mol) was added in one portion and the resulting dark suspension was heated to 55° C. for 1.0 h during which time foaming occurred and subsided. The reaction mixture was then poured onto ice and the resulting suspension was extracted with CH2Cl2 (250 mL). The organic was filtered through a pad of celite, washed with brine (70 mL) and dried over MgSO4. The solvent was removed in vacuo to provide 5-chlorofuran-2-sulfonyl chloride as a black oil (14.1 g, 36.02%). 1H-NMR (DMSO-d6, 400 MHz) δ7.05 (d, 1H); 6.35 (d, 1H). the resulting dark suspension was heated to 55° C. for 1.0 h during which time The reaction mixture was then poured onto ice the resulting suspension was extracted with CH2Cl2 (250 mL) The organic was filtered through a pad of celite washed with brine (70 mL) dried over MgSO4 The solvent was removed in vacuo
Source ID: ord-faa25bb7ffc64471876cb441003e54b1PubChem References
These sources are listed in the compound's public database record.
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