Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Amino-4-chloro-5-nitrophenol | HCID 3894848 | — |
| Reactant | 2-[(Dodecane-1-sulfonyl)amino]benzoyl chloride | HCID 53717682 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 54281195 | HCID 54281195 | 52% |
Reaction Steps
28.2 g of 2-amino-4-chloro-5-nitrophenol was refluxed in 150 ml of acetonitrile and to the mixture, a solution containing 52.7 g of 2-dodecansulfonamidobenzoyl chloride obtained in Step (i) above dissolved in 50 ml of acetonitrile was added. After refluxing for 4 hours, the reaction mixture was cooled to deposit crystals. The crystals were collected by filtration, washed with acetonitrile, and dried to yield 56 g thereof. These crystals were refluxed with stirring for 1 hour together with 60 g of reduced iron powder, 2 g of ammonium chloride, 50 ml of water, and 500 ml of isopropanol. After removing the iron powder by filtration, the filtrate was poured into 2 liters of water to deposit crystals. The crystals were collected by filtration and recrystallized from acetonitrile to obtain 36 g of the 5-amino-4-chloro-2-(2-dodecansulfonamidobenzoylamino)phenol compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04327173 |
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| Source dataset | uspto-grants-1982_04 |
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| ORD ID | ord-029d46d3c2d743c883da3a47ab651fb7 |
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| Source note | uspto-grants-1982_04 |
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