Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Benzenamine, 2-nitro-5-(propylthio)- | HCID 643320 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13985228 | HCID 13985228 | — |
Reaction Steps
Cool to 0°-5° C. a stirred solution of 2-nitro-5-propylthioaniline (21.2 g) in methylene chloride (350 ml) and add trifluoroacetic acid (11.40 g), followed by the dropwise addition of 85% m-chloroperbenzoic acid (22.34 g) in methylene chloride (450 ml). Stir 30 minutes at 0° C., then warm to room temperature and stir 3.5 hours. Add chloroform to dissolve the solids, and extract the mixture with 10% sodium carbonate solution three times, extract with water once, filter over magnesium sulfate, then evaporate the organic solvent in vacuo. Recrystallize the residue from methanol to obtain 2-nitro-5-propylsulfinylaniline, m.p. 128°-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04701447 |
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| Source dataset | uspto-grants-1987_10 |
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| ORD ID | ord-51c22d78e8c1491489f712991104dd95 |
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| Source note | uspto-grants-1987_10 |
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