tetrahydrofuran-2-carboximidamide hydrochloride

tetrahydrofuran-2-carboximidamide hydrochloride Property

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

tetrahydrofuran-2-carboximidamide hydrochloride Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of tetrahydrofuran-2-carboxamidine hydrochloride from methyl tetrahydrofuran-2-carboxylate was as follows: 41.1 g (768 mmol, 5 eq.) of ammonium chloride was suspended in 400 ml of anhydrous toluene under argon protection and the mixture was cooled to 0 °C. 385 ml (768 mmol, 5 eq.) of a hexane solution of 2M trimethylaluminum was slowly added dropwise, followed by stirring the reaction mixture at room temperature until no gas was released. After addition of 20 g (154 mmol, 1 eq.) of methyl tetrahydrofuran-2-carboxylate, the mixture was stirred in an oil bath at 80 °C overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and 200 ml of methanol was slowly added while stirring was continued for 1 h at room temperature. After filtration, the solid was washed several times with methanol, the filtrate was combined and concentrated to dryness in vacuum. Finally 15.9 g (69% yield) of the target product tetrahydrofuran-2-carboxamidine hydrochloride was obtained.

References

[1] Patent: WO2003/93270, 2003, A1. Location in patent: Page/Page column 22