Bode Catalyst 2

Base Information

• Chemical Name: Bode Catalyst 2
• CAS No.: 903571-02-8
• Molecular Formula: C₂₁H₂₂N₃O*Cl
• Molecular Weight: 367.878
• Hs Code.: 29349990
• Mol file: 903571-02-8.mol

Synonyms:4H,6H-Indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium,5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-, chloride, (5aR,10bS)- (9CI)

Chemical Property of Bode Catalyst 2

Chemical Property:

• Melting Point: 226-230 °C
• PSA: 40.16000
• LogP: 0.06900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate can be used as a catalyst:In the preparation of dihydropyridinones by reacting enals or α′-hydroxyenones with vinylogous amides via aza-Claisen annulations.In the oxidative coupling reactions of di(hetero)arylmethanes with enals to yield benzimidazole fused lactams.In the synthesis of organosilanes by reacting enals with β-silyl enones.

Technology Process of Bode Catalyst 2

There total 8 articles about Bode Catalyst 2 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: 66.0%

(Z)-2-mesityl-1-((4aR,9aS)-4,4a,9,9a-tetrahydroindeno[2,1b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride (1345817-96-0,955103-23-8) + orthoformic acid triethyl ester (122-51-0) → (5aS,10bR)-5a,10b-dihydro-2-(2',4',6'-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate (919102-70-8,903571-02-8)

Guidance literature:

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

Reference yield:

C20H23N3O*ClH (955378-07-1) + orthoformic acid triethyl ester (122-51-0) → (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride (903571-02-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; chlorobenzene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja302761d

Reference yield:

indeno[2,1-b]-1,4-oxazin-3(2H)-one,4,4a,9,9a-tetrahydro-,(4aR,9aS)- (862095-79-2) → (5aS,10bR)-5a,10b-dihydro-2-(2',4',6'-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate (919102-70-8,903571-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 16 h / 20 °C / Inert atmosphere

1.2: 2.5 h / Cooling with ice

2.1: hydrogenchloride / 1,4-dioxane; methanol / 48 h / 60 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane; chlorobenzene / 1 h / 120 °C / Inert atmosphere; Sealed vessel

With hydrogenchloride; In 1,4-dioxane; methanol; dichloromethane; chlorobenzene;

DOI:10.15227/orgsyn.087.0362

upstream raw materials:

mesitylhydrazine hydrochloride

(4aS,9aR)-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one

C₂₀H₂₃N₃O*ClH

orthoformic acid triethyl ester

Downstream raw materials:

C₃₀H₂₇ClN₃O₂⁽¹⁺⁾

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