Reaction #4104516
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-aafba41ea0fd4876857a0da3cb87977aNo renderable structure data available
C1=CC(=C(C(=C1)Cl)CS(=O)(=O)N)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (2,6-dichlorophenyl)methanesulfonamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 103482-25-3 |
| Database ID | 13631936 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(2,6-dichlorophenyl)methanesulfonamide (CAS 103482-25-3) 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 13631936
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-aafba41ea0fd4876857a0da3cb87977aConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligram (hereinafter “mg”)) and N,N-dimethylaniline (10 ml) in a round bottom flask. The reaction mixture was stirred at 170° C. for about 4 hours. then was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). EI-MS m/z 204.5 (M+). then was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-bbfc69881f484ed987ed8389ba67260fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonylchloride (27 g, 103.6 mmol) in ammonium hydroxide (270 ml) was stirred at room temperature for about 3 hours. On acidification with cooled concentrated hydrochloric acid a precipitate separated and was filtered to give desired product (16 g, 64%) EI-MS m/z 239 (M−). separated was filtered
Source ID: ord-796a401721d446ecaafb9db34d1d068fConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligrams (hereinafter“mg”)) and N,N-dimethylaniline (10 ml) in flask. The reaction mixture was stirred at 170° C. for 4 hours, then it was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). MS(EI) m/e 204.5 (M+). it was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-69c253cb904349349376c9b1aa729f0fConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligrams (hereinafter“mg”)) and N,N-dimethylaniline (10 ml) in flask. The reaction mixture was stirred at 170° C. for 4 hours, then it was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). MS(EI) m/e 204.5 (M+). it was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-69c253cb904349349376c9b1aa729f0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonylchloride (27 g, 103.6 mmol) in ammonium hydroxide (270 ml) was stirred at room temperature for 3 hours. On acidification with cooled concentrated hydrochloric acid a precipitate separated and was filtered to give desired product (16 g, 64%) MS(EI) m/e 239 (M−). separated was filtered
Source ID: ord-0cca67bc26fc480983a683f2d36302d8Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligram (hereinafter “mg”)) and N,N-dimethylaniline (10 ml) in a round bottom flask. The reaction mixture was stirred at 170° C. for about 4 hours. then was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). EI-MS m/z 204.5 (M+). then was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-bbfc69881f484ed987ed8389ba67260fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonylchloride (27 g, 103.6 mmol) in ammonium hydroxide (270 ml) was stirred at room temperature for about 3 hours. On acidification with cooled concentrated hydrochloric acid a precipitate separated and was filtered to give desired product (16 g, 64%) EI-MS m/z 239 (M−). separated was filtered
Source ID: ord-796a401721d446ecaafb9db34d1d068fConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligram (hereinafter “mg”)) and N,N-dimethylaniline (10 ml) in a round bottom flask. The reaction mixture was stirred at 170° C. for about 4 hours. then was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). EI-MS m/z 204.5 (M+). then was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-bbfc69881f484ed987ed8389ba67260fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-aafba41ea0fd4876857a0da3cb87977aConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonamide (8 g, 33.47 mmol) was added to potassium carbonate (4.62 g, 33.47 mmol), copper powder (560 milligrams (hereinafter“mg”)) and N,N-dimethylaniline (10 ml) in flask. The reaction mixture was stirred at 170° C. for 4 hours, then it was cooled to room temperature and partitioned between ethyl acetate and 10% aqueous HCl. The combined organic phase was dried and concentrated. Chromatography of the residue on silica gel (30% Ethyl acetate/Hexane) gave desired product (4 g, 59%). MS(EI) m/e 204.5 (M+). it was cooled to room temperature partitioned between ethyl acetate and 10% aqueous HCl The combined organic phase was dried concentrated
Source ID: ord-69c253cb904349349376c9b1aa729f0fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The 2,6-dichlorobenzylsulfonylchloride (27 g, 103.6 mmol) in ammonium hydroxide (270 ml) was stirred at room temperature for 3 hours. On acidification with cooled concentrated hydrochloric acid a precipitate separated and was filtered to give desired product (16 g, 64%) MS(EI) m/e 239 (M−). separated was filtered
Source ID: ord-0cca67bc26fc480983a683f2d36302d8PubChem References
These sources are listed in the compound's public database record.
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