Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Nitrosylsulfuric acid | HCID 82157 | — |
| Reactant | Phosphinic Acid | HCID 4124402 | — |
| Reactant | 7-Chloro-5-nitro-6-benzothiazolamine | HCID 22728026 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 22728032 | HCID 22728032 | 62% |
Reaction Steps
To a solution of 5-nitro-6-amino-7-chlorobenzothiazole (0.21 g, 0.91 mmol) in 4 mL of sulfuric acid was added nitrososulfuric acid (0.20 g, 1.6 mmol) in a portion. The resulting reaction mixture was stirred for 12 h at 25° C. It was then cooled to 0° C. and 0.3 mL of H3PO2 was added into the mixture. Reaction mixture was stirred for another 12 h at 25° C. and for 2 h at 50° C., poured into EtOAc and washed with aq. NaHCO3. Organic layer was dried over Na2SO4 and concentrated in vacuo to provide an oil, which was purified on column chromatography (EtOAc, neat) to produce the desired product (0.12 g, 0.56 mmol, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498177B2 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-628828416b4d446c950d5b9755e22411 |
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| Source note | uspto-grants-2002_12 |
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