HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525280Generated: November 3, 2026
3-Bromobenzaldehyde → (NE,R)-N-[(3-bromophenyl)methylidene]-2-methylpropane-2-sulfinamide
https://huagongshe.com/reaction/1525280
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromobenzaldehyde | HCID 76583 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | tert-Butylsulfinamide, (R)-(+)- | HCID 10964479 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (NE,R)-N-[(3-bromophenyl)methylidene]-2-methylpropane-2-sulfinamide | HCID 45103201 | 93% |
Reaction Steps
3-bromobenzaldehyde, 24-a, (10 g, 53.9 mmol) in dichloromethane (300 ml) were added (R)-2-methylpropane-2-sulfinamide (7.84 g, 64.8 mmol), PPTS (1.97 g, 7.85 mmol) and anhydrous CuSO4 (25.8 g, 161 mmol) and the resulting mixture was stirred at 37° C. overnight. The mixture was then filtrated and the filtrate was concentrated under vacuum. The residue was purified by column chromatography (petroleum ether/ethyl acetate=5/1) to provide the product, 24-b, (14.4 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09079930B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-f5ed9642f18f49ae993a3d82ede5079c |
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| Source note | uspto-grants-2015_07 |
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