3022-68-2

Basic information

• Product Name: 1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one
• Synonyms: 5-(2-chlorophenyl)-1,3-dihydro-2h-1,4-benzodiazepin-2-one;1,3-dihydro-5-(2-chlorophenyl)-2h-1,4-benzodiozepin-2-one;1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiazepin-2-one;5-(2-chlorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
• CAS NO: 3022-68-2
• Molecular Formula: C15H11ClN2O
• Molecular Weight: 270.71
• Mol File: 3022-68-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: 212-213°C
• Appearance: /
• Density: 1.32
• CAS DataBase Reference: 1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one(3022-68-2)
• EPA Substance Registry System: 1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one(3022-68-2)

Safety Data

• Hazardous Substances Data: 3022-68-2(Hazardous Substances Data)

Usage

General Description

The chemical 1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one, also known as clonazepam, is a benzodiazepine medication used to treat seizures, panic disorder, and anxiety. It works by enhancing the effects of a neurotransmitter in the brain called gamma-aminobutyric acid (GABA), which helps to calm the nerves and reduce excessive electrical activity in the brain. Clonazepam is available in both brand-name and generic forms and is typically taken orally as a tablet or disintegrating tablet. It is important to use this medication exactly as prescribed by a healthcare professional, as misuse or overuse can lead to dependence, addiction, and severe withdrawal symptoms. Common side effects may include drowsiness, dizziness, and coordination problems.

Synthetic route

Ethyl isocyanoacetate (2999-46-4) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid ethyl ester (98601-26-4)

Conditions	Yield
Multistep reaction;

3-(isocyanomethyl)-5-methyl-1,2,4-oxadiazole (110035-82-0) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(5-methyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Yield given. Multistep reaction;

5-Ethyl-3-isocyanomethyl-1,2,4-oxadiazole (110035-81-9) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(5-ethyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Yield given. Multistep reaction;

3-(isocyanomethyl)-5-isopropyl-1,2,4-oxadiazole (122384-66-1) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(5-isopropyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Yield given. Multistep reaction;

3-(isocyanomethyl)-5-n-propyl-1,2,4-oxadiazole (122384-67-2) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(5-propyl-[1,2,4]oxadiazol-3-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Yield given. Multistep reaction;

5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(3-methyl-[1,2,4]oxadiazol-5-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Multi-step reaction with 2 steps 2: 1) NaH, molecular sieves / 1) THF, r.t., 2) THF, reflux View Scheme

5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 6-(2-Chloro-phenyl)-3-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-4H-2,5,10b-triaza-benzo[e]azulene

Conditions	Yield
Multi-step reaction with 2 steps 2: 1) NaH, molecular sieves / 1) THF, r.t., 2) THF, reflux View Scheme

bromoacetic acid methyl ester (96-32-2) + 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → [5-(2-chloro-phenyl)-2-oxo-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid methyl ester (49613-98-1)

Conditions	Yield
With sodium methylate In N-methyl-acetamide; water; toluene

5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepine-2-thione (39061-98-8)

Conditions	Yield
With Lawessons reagent In 1,2-dimethoxyethane at 75℃;

5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (3022-68-2) → [5-(2-chloro-phenyl)-2-thioxo-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid methyl ester (49614-05-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium methylate / N-methyl-acetamide; water; toluene 2: pyridine; diphosphorus pentasulfide / methylene chloride-water; dichloromethane View Scheme

Downstream Products

• 98601-26-4 6-(2-Chloro-phenyl)-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid ethyl ester 
• 49613-98-1 [5-(2-chloro-phenyl)-2-oxo-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid methyl ester 
• 39061-98-8 5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepine-2-thione 
• 49614-05-3 [5-(2-chloro-phenyl)-2-thioxo-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid methyl ester