Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-bromo-2-methylnaphthalen-1-amine | HCID 263224 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21501406 | HCID 21501406 | 58% |
Reaction Steps
To a solution of 4-bromo-2-methyl-1-naphthlamine (10 g) in a mixture of concd. hydrochloric acid (14 ml) and water (14 ml) was added dropwise a solution sodium nitrite (2.8 g) in water (7 ml) at -5°-0° C. The diazonium solution was stirred at 0°-5° C an hour. There was added to it an ice-cooled solution of cuprous chloride (4.4 g) in concd. hydrochloric acid (25 ml). The mixture was stirred at 60° C an hour, and the precipitate was extracted with ether and dried. After evaporating the solvent, the residue was distilled to give a colorless oil(5.4 g, 58 %), bp11 127°-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03989746 |
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| Source dataset | uspto-grants-1976_11 |
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| ORD ID | ord-efcc17c2fe104093b57438f0fc5d9aaf |
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| Source note | uspto-grants-1976_11 |
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