2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride

Base Information

• Chemical Name: 2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride
• CAS No.: 862893-81-0
• Molecular Formula: C14H18ClN3
• Molecular Weight: 263.77
• Hs Code.: 29339900
• European Community (EC) Number: 693-317-4
• DSSTox Substance ID: DTXSID10474970
• Mol file: 862893-81-0.mol

Synonyms:862893-81-0;2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride;Bode Catalyst 3;2-(2,4,6-trimethylphenyl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-4-ium;chloride;2-Mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium chloride;SCHEMBL1079568;SCHEMBL21406089;DTXSID10474970;MFCD09787523;AKOS040768218;BS-46981;CS-0103297;D81297;2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-yliumchloride;2-(2,4,6-trimethylphenyl)-2H,5H,6H,7H-4|E?-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride

Chemical Property of 2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride

Chemical Property:

• Melting Point: 200-205°C
• PSA: 21.70000
• LogP: -0.96480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 263.1189253
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)N2C=[N+]3CCCC3=N2)C.[Cl-]
• Uses: Catalyst for:Intermolecular hydroacylation of cyclopropenesCrossed acyloin condensationsDomino ring-opening redox amidation Knoevenagel condensationClaisen rearrangementLewis acid- and N-heterocyclic carbene-catalyzed cyclocondensation reactionBode catalyst for enantioselective cyclizations

Technology Process of 2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride

There total 2 articles about 2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride 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: 63.0%

2-mesityl-1-(pyrrolidin-2-ylidene)hydrazinium chloride (955103-17-0) + orthoformic acid triethyl ester (122-51-0) → 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride (862893-81-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; chlorobenzene; at 120 ℃; for 1h;

Reference yield: 44.0%

2-methoxy-1-pyrroline (5264-35-7) + mesitylhydrazine hydrochloride (24006-09-5,76195-82-9) + orthoformic acid triethyl ester (122-51-0) → 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride (862893-81-0)

Guidance literature:

2-methoxy-1-pyrroline; mesitylhydrazine hydrochloride; In methanol; at 50 ℃; for 1h; Inert atmosphere; Sealed tube;

orthoformic acid triethyl ester; With hydrogenchloride; In 1,4-dioxane; chlorobenzene; at 120 ℃; for 1h;

DOI:10.1021/ol3022287 DOI:10.1021/ol3022287

Reference yield: 99.0%

2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride (862893-81-0) → 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Guidance literature:

With sodium tetrafluoroborate; In dichloromethane; acetone; at 20 ℃; for 2h;

DOI:10.1021/ol3022287 DOI:10.1021/ol3022287

upstream raw materials:

2-mesityl-1-(pyrrolidin-2-ylidene)hydrazinium chloride

orthoformic acid triethyl ester

2-methoxy-1-pyrroline

mesitylhydrazine hydrochloride