1,4-Dichlorophthalazine-6-carbonitrile

Base Information

• Chemical Name: 1,4-Dichlorophthalazine-6-carbonitrile
• CAS No.: 178308-61-7
• Molecular Formula: C9H3 Cl2 N3
• Molecular Weight: 224.04600
• DSSTox Substance ID: DTXSID50443105
• Wikidata: Q72467750
• Mol file: 178308-61-7.mol

Synonyms:1,4-dichlorophthalazine-6-carbonitrile;178308-61-7;6-cyano-1,4-dichlorophthalazine;SCHEMBL1102316;DTXSID50443105;FRJDQOMCKHDEJQ-UHFFFAOYSA-N;MFCD06797633;SY268174;CS-0448583;FT-0730652

Chemical Property of 1,4-Dichlorophthalazine-6-carbonitrile

Chemical Property:

• PSA: 49.57000
• Density: 1.57
• LogP: 2.80828
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 222.9704025
• Heavy Atom Count: 14
• Complexity: 262

Purity/Quality:

97% ^*data from raw suppliers

1,4-Dichlorophthalazine-6-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)C(=NN=C2Cl)Cl

Technology Process of 1,4-Dichlorophthalazine-6-carbonitrile

There total 9 articles about 1,4-Dichlorophthalazine-6-carbonitrile 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: 70.0%

6-carbamoyl-2,3-dihydro-1,4-phthalazinedione (178309-36-9) → 1,4-dichlorophthalazine-6-carbonitrile (178308-61-7)

Guidance literature:

With thionyl chloride; trichlorophosphate; Heating;

DOI:10.1021/jm970815r

Reference yield:

N-ethyl-N,N-diisopropylamine (7087-68-5) + 6-cyano-2,3-dihydro-1,4-phthalazinedione (178309-35-8) → 1,4-dichlorophthalazine-6-carbonitrile (178308-61-7)

Guidance literature:

With hydrogenchloride; sodium hydrogencarbonate; In dichloromethane; trichlorophosphate;

Reference yield:

4-aminophthalimide (3676-85-5) → 1,4-dichlorophthalazine-6-carbonitrile (178308-61-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) conc. HCl, NaNO₂, 2.) CuCl / 1.) H₂O, -20 deg C, 2.) H₂o, toluene, -20 deg C, 2 h

2: 82 percent / hydrazine monohydrate / ethanol / 5 h / Ambient temperature

3: POCl₃, i-PrEtN / 3 h / Heating

With hydrogenchloride; i-PrEtN; hydrazine hydrate; copper(l) chloride; sodium nitrite; trichlorophosphate; In ethanol;

DOI:10.1021/jm970815r

upstream raw materials:

6-cyano-2,3-dihydro-1,4-phthalazinedione

6-carbamoyl-2,3-dihydro-1,4-phthalazinedione

4-aminophthalimide

1,3-dioxoisoindoline-5-carbonitrile

Downstream raw materials:

1-Chloro-4-(3-chloro-4-methoxybenzyl)amino-6-cyanophthalazine

1-chloro-4-[(3-cyano-4-methoxybenzyl)amino]-6-phthalazine carbonitrile

(R)-(4-(4-chloro-6-cyanophthalazin-1-yl)-3-methylpiperazin-1-yl)(phenyl)methanone

(R)-(4-(4-chloro-7-cyanophthalazin-1-yl)-3-methylpiperazin-1-yl)(phenyl)methanone