Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | Methyl 2-(4-aminophenyl)acetate | HCID 2761030 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Product | 252752-46-8 | HCID 19593944 | 69.3% |
Reaction Steps
To a solution of methyl 4-aminophenylacetate (5.5 g, 33.3 mmol) in concentrated HCl (35 mL) at 0° C. is added a solution of NaNO2 (2.3 g, 33.3 mmol) in water (10 mL). The temperature of the reaction is maintained at 0-5° C. After stirring for 30 minutes, a solution of SnCl2 (19 g, 99.9 mmol) in concentrated HCl (10 mL) is added and the mixture is vigorously stirred with a stirring rod. The mixture is then diluted with water (50 mL), and the resulting precipitate is collected by suction filtration and washed with water. The solid is dried under vacuum to give 5 g of 18, which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06004536 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-507f2ffd486e4ce1927227d526c2bc5b |
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| Source note | uspto-grants-1999_12 |
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