Phthalhydrazide

Base Information

• Chemical Name: Phthalhydrazide
• CAS No.: 1445-69-8
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29280000
• European Community (EC) Number: 215-893-4
• NSC Number: 201511,651
• DSSTox Substance ID: DTXSID90871842
• Nikkaji Number: J80.114C
• Mol file: 1445-69-8.mol

Synonyms:2,3-DHPD;2,3-dihydro-1,4-phthalazinedione;2,3-dihydro-1,4-phthalazinedione, monoammonium salt;2,3-dihydrophthalazine-1,4-dione

Chemical Property of Phthalhydrazide

Chemical Property:

• Appearance/Colour: white powder and chunks
• Vapor Pressure: 1.41E-11mmHg at 25°C
• Melting Point: >300 ºC
• Refractive Index: 1.586
• Boiling Point: 523.5 ºC at 760 mmHg
• PKA: 10.70±0.20(Predicted)
• Flash Point: 270.4 ºC
• PSA: 65.72000
• Density: 1.336 g/cm³
• LogP: 0.21640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in acetone and acetic acid.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

≥99.7% ^*data from raw suppliers

Phthalhydrazide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NNC2=O
• Uses: Phthalic Hydrazide is a reagent in the synthesis in various pyrazolophthalazine derivatives. Phthalhydrazide is a reagent used in the synthesis of various pyrazolophthalazine derivatives is and used in medicine double hydrazine phthalocyanine work intermediates.

Technology Process of Phthalhydrazide

There total 258 articles about Phthalhydrazide 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: 100.0%

phthalic anhydride (85-44-9) → 2,3-dihydrophthalazine-1,4-dione (1445-69-8)

Guidance literature:

With acetic acid; hydrazine; at 120 ℃;

DOI:10.1016/j.bmc.2018.04.048

Reference yield: 95.0%

4-<(2-Oxocyclohexyl)oxy>-1(2H)-phthalazinone (72881-42-6) → 4-hydroxy-1(2H)-phthalazinone (1445-69-8) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With sodium hydroxide; In water; for 0.5h; Heating;

DOI:10.1021/jo01295a033

Reference yield: 93.0%

N-(N3-p-toluenesulfonyl)-3-aminopropylphthalimide (38353-77-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,3-dihydrophthalazine-1,4-dione (1445-69-8) + N1-formyl-N3-tosyl-1,3-propanediamine (107976-50-1) + dimethyl amine (124-40-3)

Guidance literature:

With hydrazine hydrate; at 80 ℃; for 3h;

DOI:10.1246/cl.1986.951

upstream raw materials:

phthalic anhydride

phthalimide

benzaldehyde, hydrazone

ethanol

Downstream raw materials:

2-benzyl-2,3-dihydrophthalazine-1,4-dione

N-(p-methoxybenzylidene)aminophthalimide

4-benzoyloxy-2H-phthalazin-1-one

2-Acetyl-1.4-dioxo-1.2.3.4-tetrahydro-phthalazin

Refernces

• 1、 Zhu, Fengjuan,Zou, Minming,Shao, Xusheng,Li, Zhong. "On-water, catalyst-free and room-temperature construction of 2-aryl-1,3,4-oxadiazole derivatives from 1,1-dichloro-2-nitroethene and hydrazides". . p. 61752 - 61758. Retrieved 2015.
• 2、 Saberi Biroon, Shabnam,Shajari, Nahid,Yahyaei, Hooriye. "Green and efficient synthesis of 1H-indazolo[1,2-b] phthalazine-1,6,11(13H)-triones using ZrO(NO3)2.2H2O as a novel catalyst and theoretical study of synthesized compounds". . p. 2433 - 2445. Retrieved 2020.
• 3、 Al-Omran, Fatima,El-Khair, Adel A.. "Heterocyclic synthesis via enaminones: Novel synthesis of (1H)-pyridin-2-one, pyrazolo[1,5-a]pyrimidine and isoxazole derivatives incorporating a N-methylphthalimide and their biological evaluation". . p. 307 - 312. Retrieved 2005.
• 4、 Jeevan Raghavendra,Siddaiah. "One-Pot Four Component Synthesis of 3-Amino-1-(1H-indol-2-yl)-5,10-dioxo-5,10-dihydro-1H-pyrazolo[1,2-b]phthalazine Derivatives Mediated by [DBUH][OAc]". . p. 1892 - 1898. Retrieved 2018.
• 5、 Vuong, Thi Minh Ha,Weimmerskirch-Aubatin, Jennifer,Lohier, Jean-Fran?ois,Bar, Nathalie,Boudin, Sophie,Labbé, Christophe,Gourbilleau, Fabrice,Nguyen, Hien,Dang, Tung Thanh,Villemin, Didier. "Blue highly fluorescent boron difluoride complexes based on phthalazine-pyridine". . p. 6070 - 6076. Retrieved 2016.
• 6、 El-Mansy, Mohamed F.,Flister, Matthew,Lindeman, Sergey,Kalous, Kelsey,Sem, Daniel S.,Donaldson, William A.. "Generation of Molecular Complexity from Cyclooctatetraene: Preparation of Aminobicyclo[5.1.0]octitols". . p. 10886 - 10895. Retrieved 2015.
• 7、 El-Helby, Abdel-Ghany A.,Ayyad, Rezk R. A.,Sakr, Helmy,El-Adl, Khaled,Ali, Mamdouh M.,Khedr, Fathalla. "Design, Synthesis, Molecular Docking, and Anticancer Activity of Phthalazine Derivatives as VEGFR-2 Inhibitors". . . Retrieved 2017.
• 8、 Hemdan, Magdy M.,El-Sayed, Amira A.. "Synthesis of Some New Heterocycles Derived from Novel 2-(1,3-Dioxisoindolin-2-yl)Benzoyl Isothiocyanate". . p. 487 - 492. Retrieved 2016.
• 9、 Singh, Harjit,Aggarwal, Sunil K.,Malhotra, Nageshwar. "One-Pot Conversion of Imines to Corresponding Amides". . p. 791 - 793. Retrieved 1983.
• 10、 Nielsen, John,Rasmussen, Palle H.. "Implementation of a combinatorial cleavage and deprotection scheme. 1. Synthesis of phthalhydrazide libraries". . p. 3351 - 3354. Retrieved 1996.