Cloricromen
Chemical compound
From Wikipedia, the free encyclopedia
Cloricromen is a platelet aggregation inhibitor.[1] Coronary vasodilator.
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| ECHA InfoCard | 100.164.003 |
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| Formula | C20H26ClNO5 |
| Molar mass | 395.88 g·mol−1 |
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Synthesis
Base catalyzed alkylation of ethyl acetoacetate (1) with 2-chlorotriethylamine (2) gives compound (3). Separately, disulfonation of resorcinol (4) with 96% sulfuric acid gives the disulfonic acid (5). This is chlorinated with potassium chlorate to give 5-chloro-4,6-dihydroxybenzene-1,3-disulfonic acid (6). Removal of the sulfonate groups in dilute acid then gives 2-chlororesorcinol (7).[2] An acid-catalyzed condensation reaction between (3) and (7) produces the intermediate (8). Ether formation at its phenolic hydroxyl group with ethyl bromoacetate (9) completes the synthesis of cloricromen.[3][4]
See also
- Carbocromen is the analogue without the chlorine substituent
