Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 3-Nitrobenzenesulfonyl chloride | HCID 8476 | — |
| Reactant | HCID 70524012 | HCID 70524012 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 70523952 | HCID 70523952 | 179% |
Reaction Steps
To 200 cc of a chloroform were added 22.28 g (0.04 mole) of 5-octadecyl succinimide-2-phenyl-3-aminoindole and 9.1 g (0.01 mole) of m-nitrobenzene sulfonic acid chloride, and to the mixture solution were dropwise added 3.24 g of pyridine under nitrogen gas flow, and stirred over a period of 4 hours, and the thus deposited Precipitate was filtered, whereby 18 g of crude crystals of 5-octadecyl succinimide-2-phenyl-3-{N-(3-nitrobenzene sulfonyl)amino}indole were obtained. 16 g of the obtained crystals were added to 140 ml of acetone, and to the solution were added 3.5 g of zinc powder and 7 ml of hydrochloric acid at a temperature of from 15° to 20° C. and, keeping the temperature, further added alternately 5.7 g of zinc powder and 15 ml of hydrochloric acid. This was stirred for 30 minutes after the addition and was added with stirring to 100 ml of water to deposit crystals. The crystals were centrifugally separated, stirred, washed, refined by column chromatography, and then dried, thereby obtaining 12.8 g of an objective product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04368260 |
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| Source dataset | uspto-grants-1983_01 |
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| ORD ID | ord-701a717044a640d1a26b66a90df9af5b |
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| Source note | uspto-grants-1983_01 |
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