8-Methylisoquinoline-1-carbonyl chloride

Base Information

• Chemical Name: 8-Methylisoquinoline-1-carbonyl chloride
• CAS No.: 174873-76-8
• Molecular Formula: C₁₁H₈ClNO
• Molecular Weight: 205.644
• DSSTox Substance ID: DTXSID00570672
• Wikidata: Q82458198
• Mol file: 174873-76-8.mol

Synonyms:8-methylisoquinoline-1-carbonyl chloride;174873-76-8;1-Isoquinolinecarbonyl chloride, 8-methyl- (9CI);DTXSID00570672

Chemical Property of 8-Methylisoquinoline-1-carbonyl chloride

Chemical Property:

• PSA: 29.96000
• LogP: 2.92220
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 205.0294416
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C=CN=C2C(=O)Cl

Technology Process of 8-Methylisoquinoline-1-carbonyl chloride

There total 4 articles about 8-Methylisoquinoline-1-carbonyl 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: 98.0%

8-Methyl-isoquinoline-1-carboxylic acid (174873-78-0) → 8-Methyl-isoquinoline-1-carbonyl chloride (174873-76-8)

Guidance literature:

With thionyl chloride; at 60 ℃; for 3h;

DOI:10.3987/COM-95-S60

Reference yield:

2-Methylacetophenone (577-16-2,122382-54-1) → 8-Methyl-isoquinoline-1-carbonyl chloride (174873-76-8)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / Heating

2: 43 percent / PPA / 15 h / 120 °C

3: 1.) SeO₂; 2.) Ag₂O, NaOH / 1.) dioxane, reflux, 6 h; 2.) 60 deg C

4: 98 percent / SOCl₂ / 3 h / 60 °C

With sodium hydroxide; selenium(IV) oxide; thionyl chloride; silver(l) oxide; In toluene;

DOI:10.3987/COM-95-S60

Reference yield:

1,8-dimethylisoquinoline (102878-54-6) → 8-Methyl-isoquinoline-1-carbonyl chloride (174873-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SeO₂; 2.) Ag₂O, NaOH / 1.) dioxane, reflux, 6 h; 2.) 60 deg C

2: 98 percent / SOCl₂ / 3 h / 60 °C

With sodium hydroxide; selenium(IV) oxide; thionyl chloride; silver(l) oxide;

DOI:10.3987/COM-95-S60

upstream raw materials:

8-Methyl-isoquinoline-1-carboxylic acid

1,8-dimethylisoquinoline

N-acetaldehyde dimethyl acetal-α-(o-toluyl)ethane imine

2-Methylacetophenone