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CS(=N)(=O)C1=CC=C(C=C1)BrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (4-bromophenyl)-imino-methyl-oxo-lambda6-sulfane |
|---|---|
| IUPAC Name | — |
| CAS Number | 145026-07-9 |
| Database ID | 11322250 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(4-bromophenyl)-imino-methyl-oxo-lambda6-sulfane (CAS 145026-07-9) 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 11322250
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-dc2677921ac8406194ae62892d369fc7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following the procedures given for the Mannich reaction in Canadian Patent 1,102,803, the title compound is prepared from S-(4-bromophenyl)-S-methylsulfoximine, pyrrolidine, and 37% formaldehyde solution. given for the Mannich reaction in Canadian Patent 1,102,803
Source ID: ord-797935855df14eeeb9949bf4dbc3d581Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following the procedures given for the Mannich reaction in Canadian Patent 1,102,803, the title compound is prepared from S-(4-bromophenyl)-S-methylsulfoximine, pyrrolidine, and 37% formaldehyde solution. given for the Mannich reaction in Canadian Patent 1,102,803
Source ID: ord-797935855df14eeeb9949bf4dbc3d581Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-bromophenyl-methylsulfoximine (10.0 g, 42.7 mmol) in dimethylformamide (50 mL) was added dropwise to a stirring slurry of sodium hydride (2.04 g, 51.2 mmol, 60% oil dispersion washed (3×20 mL) with hexane) which was maintained at 0° C. After stirring for 30 minutes, a solution of diethylaminoethyl chloride (6.58 g, 48.3 mmol) in dimethylformamide (20 mL) was added dropwise. The reaction mixture was warmed at 60° C. for 18 h. The reaction mixture was then cooled to ambient temperature, and 5 mL of water was added. The resulting solution was concentrated in vacuo. The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL). The layers were separated, and the aqueous layer was extracted with methylene chloride (2×50 mL). The aqueous layer was then made basic with 50% aqueous sodium hydroxide, and the resulting slurry was extracted with methylene chloride. These combined organic extracts were washed with saturated sodium chloride, dried (Na2SO4) and concentrated in vacuo. The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol) to give 9.1 g (62%) of clear oil. The reaction mixture was warmed at 60° C. for 18 h The reaction mixture was then cooled to ambient temperature The resulting solution was concentrated in vacuo The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL) The layers were separated the aqueous layer was extracted with methylene chloride (2×50 mL) the resulting slurry was extracted with methylene chloride These combined organic extracts were washed with saturated sodium chloride dried (Na2SO4) concentrated in vacuo The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol)
Source ID: ord-cbc7e484cce54e88aa412f63d50c74d8Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-bromophenyl-methylsulfoximine (10.0 g, 42.7 mmol) in dimethylformamide (50 mL) was added dropwise to a stirring slurry of sodium hydride (2.04 g, 51.2 mmol, 60% oil dispersion washed (3×20 mL) with hexane) which was maintained at 0° C. After stirring for 30 minutes, a solution of diethylaminoethyl chloride (6.58 g, 48.3 mmol) in dimethylformamide (20 mL) was added dropwise. The reaction mixture was warmed at 60° C. for 18 h. The reaction mixture was then cooled to ambient temperature, and 5 mL of water was added. The resulting solution was concentrated in vacuo. The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL). The layers were separated, and the aqueous layer was extracted with methylene chloride (2×50 mL). The aqueous layer was then made basic with 50% aqueous sodium hydroxide, and the resulting slurry was extracted with methylene chloride. These combined organic extracts were washed with saturated sodium chloride, dried (Na2SO4) and concentrated in vacuo. The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol) to give 9.1 g (62%) of clear oil. The reaction mixture was warmed at 60° C. for 18 h The reaction mixture was then cooled to ambient temperature The resulting solution was concentrated in vacuo The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL) The layers were separated the aqueous layer was extracted with methylene chloride (2×50 mL) the resulting slurry was extracted with methylene chloride These combined organic extracts were washed with saturated sodium chloride dried (Na2SO4) concentrated in vacuo The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol)
Source ID: ord-cbc7e484cce54e88aa412f63d50c74d8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-dc2677921ac8406194ae62892d369fc7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Following the procedures given for the Mannich reaction in Canadian Patent 1,102,803, the title compound is prepared from S-(4-bromophenyl)-S-methylsulfoximine, pyrrolidine, and 37% formaldehyde solution. given for the Mannich reaction in Canadian Patent 1,102,803
Source ID: ord-797935855df14eeeb9949bf4dbc3d581Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-bromophenyl-methylsulfoximine (10.0 g, 42.7 mmol) in dimethylformamide (50 mL) was added dropwise to a stirring slurry of sodium hydride (2.04 g, 51.2 mmol, 60% oil dispersion washed (3×20 mL) with hexane) which was maintained at 0° C. After stirring for 30 minutes, a solution of diethylaminoethyl chloride (6.58 g, 48.3 mmol) in dimethylformamide (20 mL) was added dropwise. The reaction mixture was warmed at 60° C. for 18 h. The reaction mixture was then cooled to ambient temperature, and 5 mL of water was added. The resulting solution was concentrated in vacuo. The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL). The layers were separated, and the aqueous layer was extracted with methylene chloride (2×50 mL). The aqueous layer was then made basic with 50% aqueous sodium hydroxide, and the resulting slurry was extracted with methylene chloride. These combined organic extracts were washed with saturated sodium chloride, dried (Na2SO4) and concentrated in vacuo. The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol) to give 9.1 g (62%) of clear oil. The reaction mixture was warmed at 60° C. for 18 h The reaction mixture was then cooled to ambient temperature The resulting solution was concentrated in vacuo The residue was partitioned between 0.1N aqueous HCl (100 mL) and methylene chloride (100 mL) The layers were separated the aqueous layer was extracted with methylene chloride (2×50 mL) the resulting slurry was extracted with methylene chloride These combined organic extracts were washed with saturated sodium chloride dried (Na2SO4) concentrated in vacuo The residue was chromatographed (flash, SiO2, 9:1 methylene chloride:methanol)
Source ID: ord-cbc7e484cce54e88aa412f63d50c74d8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-dc2677921ac8406194ae62892d369fc7PubChem References
These sources are listed in the compound's public database record.
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