1,2,3,4-tetrahydrobenzo(e)(1,4)diazepin-5-one

1,2,3,4-tetrahydrobenzo(e)(1,4)diazepin-5-one Property

Melting point:

143-145 °C

Boiling point:

436.0±25.0 °C(Predicted)

Density 

1.137±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

14.00±0.20(Predicted)

Appearance

White to yellow Solid

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..…

1,2,3,4-tetrahydrobenzo(e)(1,4)diazepin-5-one Chemical Properties,Usage,Production

Synthesis

Methyl 2-chlorobenzoate (5.00 g, 29.0 mmol), ethylenediamine (8.81 g, 146.7 mmol) and anhydrous potassium carbonate (8.10 g, 58.6 mmol) were dissolved in N,N-dimethylformamide (DMF, 100 mL) under nitrogen protection. The reaction mixture was stirred at room temperature for the reaction. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the DMF. water was added to the residue and extracted three times with ethyl acetate. The organic phases were combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to give a black residue. The residue was purified by silica gel column chromatography using gradient elution with ethyl acetate/petroleum ether (20-50%) to afford the white solid product 3,4-dihydro-1H-benzo[e][1,4]diazepan-5(2H)-one (2.5 g, 52.6% yield).

References

[1] Patent: CN108498520, 2018, A. Location in patent: Paragraph 0025; 0027; 0028; 0029; 0030