1-(4-chlorophenyl)-4-methylphthalazine

Base Information

• Chemical Name: 1-(4-chlorophenyl)-4-methylphthalazine
• CAS No.: 1240389-51-8
• Molecular Formula: C₁₅H₁₁ClN₂
• Molecular Weight: 254.719
• Mol file: 1240389-51-8.mol

Synonyms:1-(4-chlorophenyl)-4-methylphthalazine

Chemical Property of 1-(4-chlorophenyl)-4-methylphthalazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-chlorophenyl)-4-methylphthalazine

There total 8 articles about 1-(4-chlorophenyl)-4-methylphthalazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2′-(4-chlorobenzoyl)acetophenone (244640-37-7) → 1-(4-chlorophenyl)-4-methylphthalazine (1240389-51-8)

Guidance literature:

With hydrazine; In ethanol; for 2h; Reflux;

DOI:10.1021/ol101618u

Reference yield:

(4-chlorophenyl)(2-vinylphenyl)methanone (1588511-58-3) → 1-(4-chlorophenyl)-4-methylphthalazine (1240389-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodo-succinimide / water; 1,4-dioxane / 36 h / 30 °C

2: hydrazine hydrate / ethanol / 6 h / Inert atmosphere; Reflux

With N-iodo-succinimide; hydrazine hydrate; In 1,4-dioxane; ethanol; water;

DOI:10.1002/ejoc.201301159

Reference yield:

2-(bromomethyl)benzoic acid (7115-89-1) → 1-(4-chlorophenyl)-4-methylphthalazine (1240389-51-8)

Guidance literature:

Multi-step reaction with 8 steps

1: sodium hydride / tetrahydrofuran / 6 h / -30 °C

2: thionyl chloride / dichloromethane / 4 h / 0 °C / Inert atmosphere; Reflux

3: triethylamine / 3 h / 0 - 20 °C

4: dihydrogen peroxide; sodium tungstate (VI) dihydrate / methanol; water / 12 h / 20 °C

5: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

6: tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

7: N-iodo-succinimide / water; 1,4-dioxane / 36 h / 30 °C

8: hydrazine hydrate / ethanol / 6 h / Inert atmosphere; Reflux

With N-iodo-succinimide; thionyl chloride; sodium tungstate (VI) dihydrate; dihydrogen peroxide; sodium hydride; hydrazine hydrate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201301159

upstream raw materials:

2′-(4-chlorobenzoyl)acetophenone

(4-chlorophenyl)(2-vinylphenyl)methanone

2-(bromomethyl)benzoic acid

N-methoxy-N-methyl-2-vinylbenzamide

Refernces

• 1、 Harikrishna, Kommidi,Mukkamala, Ramesh,Hinkelmann, Bettina,Sasse, Florenz,Aidhen, Indrapal Singh. "Iodine-promoted oxidative conversion of o-vinyl diaryl ketones into o-acetyl diaryl ketones, synthesis of 1-methyl-4-arylphthalazines as analogues of podophyllotoxin". . p. 1066 - 1075. Retrieved 2015/10/05.