4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene

Base Information

• Chemical Name: 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene
• CAS No.: 130534-73-5
• Molecular Formula: C₁₇H₁₆ClN₃S₂
• Molecular Weight: 361.919
• Mol file: 130534-73-5.mol

Synonyms:

Chemical Property of 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene

There total 8 articles about 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]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:

2-amino-3-(2-chlorobenzoyl)-5-ethylthiophene (50508-60-6) → 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene (130534-73-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 64 percent / NaH / dimethylformamide

2: 76 percent / NaBH₄ / dimethylformamide

3: 68 percent / PPh₃, DEAD / benzene

4: 92 percent / 10percent aq. NaOH / methanol

5: 67 percent / oxalyl chloride, trifluoroacetic acid / dimethylformamide; CH₂Cl₂

6: 77 percent / Lawesson's reagent / toluene

7: 1.) hydrazine monohydrate / 1.) THF

With Lawessons reagent; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; sodium hydride; hydrazine hydrate; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.3987/COM-90-5442

Reference yield:

2-Chlorobenzoyl acetonitrile (40018-25-5) → 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene (130534-73-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 57 percent / sulfur, Et₃N

2: 64 percent / NaH / dimethylformamide

3: 76 percent / NaBH₄ / dimethylformamide

4: 68 percent / PPh₃, DEAD / benzene

5: 92 percent / 10percent aq. NaOH / methanol

6: 67 percent / oxalyl chloride, trifluoroacetic acid / dimethylformamide; CH₂Cl₂

7: 77 percent / Lawesson's reagent / toluene

8: 1.) hydrazine monohydrate / 1.) THF

With Lawessons reagent; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; sodium hydride; sulfur; hydrazine hydrate; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.3987/COM-90-5442

Reference yield:

5-(2-Chloro-phenyl)-7-ethyl-1,5-dihydro-thieno[2,3-e][1,4]thiazepin-2-one (130534-68-8) → 4-(2-Chloro-phenyl)-2-ethyl-9-methyl-4H,6H-1,5-dithia-7,8,9a-triaza-cyclopenta[e]azulene (130534-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Lawesson's reagent / toluene

2: 1.) hydrazine monohydrate / 1.) THF

With Lawessons reagent; hydrazine hydrate; In toluene;

DOI:10.3987/COM-90-5442

upstream raw materials:

Trimethyl orthoacetate

5-(2-Chloro-phenyl)-7-ethyl-1,5-dihydro-thieno[2,3-e][1,4]thiazepine-2-thione

2-amino-3-(2-chlorobenzoyl)-5-ethylthiophene

2-Chlorobenzoyl acetonitrile