Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Nitropropane | HCID 398 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 14478919 | HCID 14478919 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 14478920 | HCID 14478920 | 53% |
Reaction Steps
To a solution of sodium methoxide, 0.43 g, in 100 ml of methanol, was added 0.84 g of 2-nitropropane. After 15 min, 2 g of 2-methyl-3-bromomethyl-6-acetamidobenzonitrile was added and the resulting solution was stirred for 2.5 h at ambient temperature. The solvent was then evaporated at reduced pressure and the residue dissolved in chloroform. The chloroform solution was filtered, washed with H2O, dried and the solvent removed at reduced pressure. The residue was crystallized from chloroform-carbon tetrachloride to yield 0.8 g (53%) of product, m.p. 170°-173° C. NMR (CDCl3) 2.30 (3H, s, CH3CO--N), 2.90 (3H, s, CH3), 8.00 (1H, d, C--5H), 8.6 (1H, d, C--6H), 10.20 (1H, s, (CHO)d. Anal. calc'd for CH11H10N2O2.1/3H2O: C, 63.5; H, 4.84; N, 13.5. Found: C, 63.4; H, 5.00; N, 13.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04818753 |
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| Source dataset | uspto-grants-1989_04 |
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| ORD ID | ord-7119c987ffdf4914bbf95d3170801949 |
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| Source note | uspto-grants-1989_04 |
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