Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (1-Oxo-2-phenyl-6,7-dichloro-5-indanyloxy)acetic acid | HCID 20520826 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Indacrinone | HCID 42266 | — |
Reaction Steps
A stirred solution of (1-oxo-2-phenyl-6,7-dichloro-5-indanyloxy)acetic acid (0.351 gm., 0.001 mole) in dimethylformamide (7 ml.) is cooled in an ice bath then treated with sodium hydride (0.084 g. of a 57% oil dispersion, .002 moles) and stirred for two hours. Methyl iodide (1 ml.) is added and the reaction mixture is stirred at 25° C. for 2 hours, poured into ice water, and acidified with dilute aqueous hydrochloric acid affording (1-oxo-2-phenyl-2-methyl-6,7-dichloro-5-indanyloxy)acetic acid which melts at 168°-169° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04096267 |
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| Source dataset | uspto-grants-1978_06 |
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| ORD ID | ord-20b95939635e4b60ba20644fabfe7d7b |
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| Source note | uspto-grants-1978_06 |
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