Carbromal

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Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer and subsequently marketed as Adalin.[1][2] The drug was later sold by Parke-Davis in combination with pentobarbital, under the name Carbrital.[3] As of 2015, it was still used in Hungary in combination with aminophenazone under the name Demalgon.

Synthesis

File:Carbromal synthesis.svg
Carbromal synthesis:[2][4][5] Literature:[6][7]

Diethylmalonic acid [510-20-3] (1) is decarboxylated to 2-ethylvaleric acid [20225-24-5] (2). The Hell-Volhard-Zelinsky reaction converts this to 2-Bromo-2-Ethylbutyryl Bromide [26074-53-3] (3). Reaction with urea with affords carbromal (4).

See also

References

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  4. Frdl. 10, 1160
  5. Chem. Zentralbl. 1910, II, 1008.
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  7. H. P. Kaufmann, Arzneimittel-Synthese (Berlin, 1953).

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