6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-TRANS-4-(1-PYRROLIDINYL)-2H-BENZO-[B]-PYRANO-3-OL

Base Information

• Chemical Name: 6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-TRANS-4-(1-PYRROLIDINYL)-2H-BENZO-[B]-PYRANO-3-OL
• CAS No.: 75611-78-8
• Molecular Formula: C₁₆H₂₀N₂O₂
• Molecular Weight: 272.347
• Mol file: 75611-78-8.mol

Synonyms:6-Cyano-3,4-dihydro-2,2-dimethyl-trans-4-(1-pyrrolidinyl)-2H-benzo-[b]-pyrano-3-ol;

Chemical Property of 6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-TRANS-4-(1-PYRROLIDINYL)-2H-BENZO-[B]-PYRANO-3-OL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 130-132°C
• PSA: 56.49000
• LogP: 2.16498
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

6-Cyano-3,4-dihydro-2,2-dimethyl-trans-4-(1-pyrrolidinyl)-2H-benzo-[b]-pyrano-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Cyano-3,4-dihydro-2,2-diMethyl-trans-4-(1-pyrrolidinyl)-2H-benzo-[b]-pyrano-3-ol is an analogue of Cromakalin, which causes vasodilation by activation of potassim channels.

Technology Process of 6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-TRANS-4-(1-PYRROLIDINYL)-2H-BENZO-[B]-PYRANO-3-OL

There total 4 articles about 6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-TRANS-4-(1-PYRROLIDINYL)-2H-BENZO-[B]-PYRANO-3-OL 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:

4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile (33143-92-9) → trans-6-cyano-3,4-dihydro-2,2-dimethyl-4-pyrrolidin-1-yl-2H-1-benzopyran-3-ol (86824-32-0,75611-78-8,75611-79-9,75611-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: various solvent(s) / Heating

2: N-bromosuccinimide (NBS), H₂O / dimethylsulfoxide / 0.5 h

3: NaOH / dioxane; H₂O / 3 h

4: ethanol / Heating

With sodium hydroxide; N-Bromosuccinimide; water; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm00365a007

Reference yield:

6-cyano-2,2-dimethylchromene (33143-29-2) → trans-6-cyano-3,4-dihydro-2,2-dimethyl-4-pyrrolidin-1-yl-2H-1-benzopyran-3-ol (86824-32-0,75611-78-8,75611-79-9,75611-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-bromosuccinimide (NBS), H₂O / dimethylsulfoxide / 0.5 h

2: NaOH / dioxane; H₂O / 3 h

3: ethanol / Heating

With sodium hydroxide; N-Bromosuccinimide; water; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

DOI:10.1021/jm00365a007

Reference yield:

trans-3-bromo-3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-chromene-6-carbonitrile (65018-89-5) → trans-6-cyano-3,4-dihydro-2,2-dimethyl-4-pyrrolidin-1-yl-2H-1-benzopyran-3-ol (86824-32-0,75611-78-8,75611-79-9,75611-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / dioxane; H₂O / 3 h

2: ethanol / Heating

With sodium hydroxide; In 1,4-dioxane; ethanol; water;

DOI:10.1021/jm00365a007

upstream raw materials:

pyrrolidine

3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

4-[(1,1-Dimethyl-2-propynyl)oxy]benzonitrile

6-cyano-2,2-dimethylchromene