7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one

CAS NO.：160129-45-3
Empirical Formula: C10H10ClNO
Molecular Weight: 195.65
MDL number: MFCD06738694
EINECS: 690-079-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-12 17:17:06

What is 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one?

Chemical properties

White Solid

The Uses of 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one

7-Chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-one is an intermediate in the synthesis of 7-Chloro-5-hydroxy-1-[2-methyl-4-(2-methylbenzoyl-amino)benzoyl]-2,3,4,5 -tetrahydro-1H-1-benzazepine (OPC-41061) , an orally active nonpeptide arginine vasopressin V2 receptor antagonist

The Uses of 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one

7-Chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-one is an intermediate in the synthesis of Tolvaptan (T536650) (OPC-41061), an orally active nonpeptide arginine vasopressin V2 receptor antagonist

Synthesis

The synthetic method of 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one comprises the following steps: carrying out an acylation reaction between 4-chloroaniline and succinic anhydride to obtain 4-(4-chloroaniline)-4-oxobutyric acid; carrying out an intramolecular Friedel-Craft reaction on 4-(4-chloroaniline)-4-oxobutyric acid to obtain 7-chloro-3,4-tetrahydrobenzo[b]azepine-2,5-one; reacting 7-chloro-3,4-tetrahydrobenzo[b]azepine-2,5-one with ethylene glycol to obtain 7-chloro-3,4-tetrahydrobenzo[b]azepine-2-one-5-glycol ketal; reducing 7-chloro-3,4-tetrahydrobenzo[b]azepine-2-one-5-glycol ketal, and carrying out de-ketalation under an acidic condition to obtain 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one.

Properties of 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one

Melting point:	103.0 to 107.0 °C
Boiling point:	356.5±41.0 °C(Predicted)
Density	1.234±0.06 g/cm3(Predicted)
storage temp.	2-8°C(protect from light)
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Solid
pka	2.36±0.20(Predicted)
color	Off-White to Pale Yellow
InChI	InChI=1S/C10H10ClNO/c11-7-3-4-9-8(6-7)10(13)2-1-5-12-9/h3-4,6,12H,1-2,5H2

Safety information for 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.