2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene

Base Information

• Chemical Name: 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene
• CAS No.: 1420683-99-3
• Molecular Formula: C₂₁H₁₈ClFN₄O
• Molecular Weight: 396.852
• Mol file: 1420683-99-3.mol

Synonyms:2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene

Chemical Property of 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene

There total 9 articles about 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene 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: 44.6%

(1-allyl-5-chloro-3-methyl-1H-pyrazol-4-yl)amine (882532-15-2) + (2-amino-5-fluoro-4-methoxyphenyl)(2-chlorophenyl)methanone (882531-35-3) → 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene (1420683-99-3)

Guidance literature:

With toluene-4-sulfonic acid; In isopropyl alcohol; at 170 ℃; for 15h; Microwave irradiation;

DOI:10.1021/ml300351e

Reference yield:

ethyl 5-amino-3-methyl-1-(2-propenyl)-1H-pyrazole-4-carboxylate (882532-26-5) → 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene (1420683-99-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; copper dichloride; sodium nitrite / water / 3.33 h / 0 - 40 °C

2.1: sodium hydroxide / methanol; water; tetrahydrofuran / 4 h / 65 °C

2.2: pH 1 - 2

3.1: triethylamine; chloroformic acid ethyl ester / acetone / 0.5 h / -10 °C

3.2: 1 h / 20 °C

4.1: toluene / 1 h / 100 °C

4.2: 2 h / 110 °C

5.1: toluene-4-sulfonic acid / isopropyl alcohol / 15 h / 170 °C / Microwave irradiation

With hydrogenchloride; chloroformic acid ethyl ester; toluene-4-sulfonic acid; triethylamine; sodium hydroxide; copper dichloride; sodium nitrite; In tetrahydrofuran; methanol; water; isopropyl alcohol; acetone; toluene; 4.1: |Curtius Rearrangement;

DOI:10.1021/ml300351e

Reference yield:

5-chloro-3-methyl-1-(2-propenyl)-1H-pyrazole-4-carbonyl azide (882532-29-8) → 2-allyl-9-(2-chlorophenyl)-7-fluoro-6-methoxy-1-methyl-2,4-dihydro-2,3,4,10-tetraazabenzo[f]azulene (1420683-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 1 h / 100 °C

1.2: 2 h / 110 °C

2.1: toluene-4-sulfonic acid / isopropyl alcohol / 15 h / 170 °C / Microwave irradiation

With toluene-4-sulfonic acid; In isopropyl alcohol; toluene; 1.1: |Curtius Rearrangement;

DOI:10.1021/ml300351e

upstream raw materials:

ethyl 5-amino-3-methyl-1-(2-propenyl)-1H-pyrazole-4-carboxylate

ethyl 5-chloro-3-methyl-1-(2-propenyl)-1H-pyrazole-4-carboxylate

5-chloro-3-methyl-1-(2-propenyl)-1H-pyrazole-4-carboxylic acid

3,4-difluoroaniline

Downstream raw materials:

R₁₅₃₀