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| | QUINAMINE Basic information |
| Product Name: | QUINAMINE | | Synonyms: | QUINAMINE | | CAS: | | | MF: | C19H24N2O2 | | MW: | 0 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File | ![QUINAMINE Structure]() |
| | QUINAMINE Chemical Properties |
| | QUINAMINE Usage And Synthesis |
| Description | One of the minor Cinchona alkaloids, this base was first isolated by Hesse from
the bark of C. succirubra and subsequently in the barks of several of this species,
especially in that of C. ledgeriana. It yields a series of crystalline salts, e.g. the
hydrochloride monohydrate, m.p. 166-7°C; [α]D + 102.8° (H20); the
hydriodide, m.p. 224°C; [α]D + 84.8° (EtOH); nitrate, m.p. 186-8°C; [α]D +
95° (H20) and the picrate which forms small yellow needles from boiling H20,
m.p. 175-6°C; [α]D + 90° (Me2CO). The nitroso derivative is amorphous but
yields a crystalline picrate, m.p. 161 ° C and an acetyl derivative, m.p. 137-
141°C. The alkaloid also forms a methiodide, m.p. 250-1 0 C; [α]D + 114.2°
and a methochloride, m.p. 237-240°C; [α]D + 111.9°. Catalytic hydrogenation
furnishes the dihydro derivative, m.p. 184-5°C; [α]D + 119.8°, yielding a
picrate, m.p. 176-8°C and a methiodide, m.p. 219-225°C. In contrast to the
other Cinchona alkaloids, this base does not yield a quinoline derivative on
oxidation but gives, instead, a viny1quinuclidinecarboxy1ic acid, m.p. 206-8°C;
[α]D + 57.9° (CHCI 3 ) which may be isolated as the characteristic sop per salt. | | References | Hesse., Ber., 5, 265 (1872)
Henry, Kirby, Shaw., J. Chem. Soc., 524, 528 (1945)
Henry, Kirby, Shaw., ibid, 735 (1949)
Goutareletal., Helv. Chim. Acta, 33, 150, 164 (1950)
Benz et al.: J. Chem. Soc., 1130, 1485 (1950) |
| | QUINAMINE Preparation Products And Raw materials |
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