1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione

Base Information

• Chemical Name: 1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione
• CAS No.: 141300-26-7
• Molecular Formula: C11H9 Cl N6 S
• Molecular Weight: 292.7474
• DSSTox Substance ID: DTXSID50161670
• Nikkaji Number: J475.956G
• Wikidata: Q83030116
• Mol file: 141300-26-7.mol

Synonyms:BRN 4877321;141300-26-7;1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione;4H-Pyrazolo(3,4-d)pyrimidine-4-thione, 1,5-dihydro-5-amino-6-((4-chlorophenyl)amino)-;C11H9ClN6S;C11-H9-Cl-N6-S;DTXSID50161670;LS-129278

Chemical Property of 1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione

Chemical Property:

• Vapor Pressure: 2.34E-12mmHg at 25°C
• Boiling Point: 555°Cat760mmHg
• Flash Point: 289.5°C
• Density: 1.73g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 292.0297932
• Heavy Atom Count: 19
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC2=NC3=C(C=NN3)C(=S)N2N)Cl

Technology Process of 1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione

There total 3 articles about 1,5-Dihydro-5-amino-6-((4-chlorophenyl)amino)-4H-pyrazolo(3,4-d)pyrimidine-4-thione 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: 50.0%

5-Amino-6-(4-chloro-phenylamino)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (141300-21-2) → 5-Amino-6-(4-chloro-phenylamino)-1,5-dihydro-pyrazolo[3,4-d]pyrimidine-4-thione (141300-26-7)

Guidance literature:

With Lawessons reagent; In toluene; for 10h; Heating;

DOI:10.1016/0223-5234(92)90064-8

Reference yield:

4-Chlorophenyl isothiocyanate (2131-55-7) → 5-Amino-6-(4-chloro-phenylamino)-1,5-dihydro-pyrazolo[3,4-d]pyrimidine-4-thione (141300-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / toluene / 6 h / Heating

2: 55 percent / NH₂NH₂*H₂O / ethanol / 8 h / Heating

3: 50 percent / Lawesson's reagent (p-methoxyphenylthiophosphine sulfide dimer) / toluene / 10 h / Heating

With Lawessons reagent; hydrazine hydrate; In ethanol; toluene;

DOI:10.1016/0223-5234(92)90064-8

Reference yield:

5-[3-(4-Chloro-phenyl)-thioureido]-1H-pyrazole-4-carboxylic acid ethyl ester (107466-15-9,958386-47-5) → 5-Amino-6-(4-chloro-phenylamino)-1,5-dihydro-pyrazolo[3,4-d]pyrimidine-4-thione (141300-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NH₂NH₂*H₂O / ethanol / 8 h / Heating

2: 50 percent / Lawesson's reagent (p-methoxyphenylthiophosphine sulfide dimer) / toluene / 10 h / Heating

With Lawessons reagent; hydrazine hydrate; In ethanol; toluene;

DOI:10.1016/0223-5234(92)90064-8

upstream raw materials:

5-Amino-6-(4-chloro-phenylamino)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

4-Chlorophenyl isothiocyanate

5-[3-(4-Chloro-phenyl)-thioureido]-1H-pyrazole-4-carboxylic acid ethyl ester