1H-isoindole-1,3(2H)-dithione

Base Information

• Chemical Name: 1H-isoindole-1,3(2H)-dithione
• CAS No.: 18138-19-7
• Molecular Formula: C8H5NS2
• Molecular Weight: 179.266
• UNII: 7R978066MK
• ChEMBL ID: CHEMBL346647
• DSSTox Substance ID: DTXSID70471647
• Nikkaji Number: J1.847.658D
• Mol file: 18138-19-7.mol

Synonyms:isoindolin-1,3-dithione

Chemical Property of 1H-isoindole-1,3(2H)-dithione

Chemical Property:

• PSA: 83.25000
• LogP: 1.48770
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.98634151
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=S)NC2=S

Technology Process of 1H-isoindole-1,3(2H)-dithione

There total 2 articles about 1H-isoindole-1,3(2H)-dithione 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: 60.0%

phthalimide (136918-14-4,85-41-6) → 1H-isoindole-1,3(2H)-dithione (18138-19-7) + monothiophthalimide (18138-18-6)

Guidance literature:

With Lawessons reagent; In toluene; at 120 ℃; for 24h; Schlenk technique;

DOI:10.1021/jacs.9b06237

Reference yield: 29.0%

C19H18N2O2S2 → pyridine (110-86-1) + 1H-isoindole-1,3(2H)-dithione (18138-19-7) + N-propionyldithiophthalimide

Guidance literature:

at 60 ℃; for 3h;

DOI:10.1016/S0040-4039(03)01838-0

Reference yield:

1H-isoindole-1,3(2H)-dithione (18138-19-7) + 4-chloro-aniline (106-47-8) → C14H9ClN2S (1209434-79-6) + C14H9ClN2S (1209434-79-6)

Guidance literature:

With 1,2-dimethyl-1H-indazol-2-ium-3-carboxylate; In toluene; at 100 ℃; for 3h; optical yield given as %de;

DOI:10.1055/s-0029-1217539

upstream raw materials:

phthalimide

Downstream raw materials:

3-Phenylimino-1(2H)-thionoisoindole

(E)-N³,N^3'-diphenyl-[1,1']biisoindolylidene-3,3'-diyldiamine

C₁₄H₉ClN₂S

C₁₄H₉ClN₂S