tybamate Property

Melting point:

49-51°

Boiling point:

bp0.06 150-152°

Density 

1.0790 (rough estimate)

refractive index 

1.4365 (estimate)

pka

12.80±0.46(Predicted)

Safety

Hazardous Substances Data

4268-36-4(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

tybamate Chemical Properties,Usage,Production

Originator

Solacen,Wallace,US,1965

Uses

Tranquilizer (minor).

Definition

ChEBI: Tybamate is a carbamate ester.

Manufacturing Process

Diethylmethyl propylmalonate is reacted with LiAlH4, then H2SO4 to give 2- methyl-2-propyl-1,3-propanediol. That is reacted with phosgene in toluene to give the chlorocarbonate which is in turn reacted with butylamine to give N_x0002_butyl-2-methyl-2-propyl-3-hydroxy-propyl carbamate. 22.1 parts of N-butyl-2-methyl-2-propyl-3-hydroxy-propyl carbamate and 9.8 parts of urethane are dissolved in 300 parts of anhydrous xylene in a suitable vessel equipped with an efficient distillation column. Xylene is distilled to remove traces of water from the mixture. 2.3 parts of aluminum isopropylate are added and distillation is continued until substantially the theoretical quantity of ethanol has been distilled at about 78°C. The reaction mixture is then freed from xylene by distillation under reduced pressure. Approximately 100 parts of water are added and the mixture again freed of solvent by distillation under reduced pressure. 100 parts of trichloroethylene are added, the solution filtered to remove insoluble matter and the solution freed of solvent by evaporation. The residual oil is purified by molecular distillation at a pressure of about 0.01 mm. 8.7 parts (35% of theoretical yield) of purified N-butyl-2-methyl-2-propyl-1,3-propanediol dicarbamate are obtained.

brand name

Solacen (Wallace).

Therapeutic Function

Tranquilizer