[3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile

Base Information

• Chemical Name: [3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile
• CAS No.: 946494-88-8
• Molecular Formula: C₁₆H₁₅N₃O
• Molecular Weight: 265.315
• Mol file: 946494-88-8.mol

Synonyms:[3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile

Chemical Property of [3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile

There total 1 articles about [3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile 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: 88.0%

(3-oxocyclohexyl-1-idene)malononitrile (59676-69-6) + 4-methoxy-aniline (104-94-9) → [3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile (946494-88-8)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 7h; Heating;

DOI:10.1007/s11172-006-0470-1

Reference yield: 40.0%

[3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile (946494-88-8) + p-benzoquinone (106-51-4) → [6-hydroxy-9-(4-methoxyphenyl)-1,2,3,9-tetrahydro-4H-carbazol-4-ylidene]malononitrile (946494-89-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 8h;

DOI:10.1007/s11172-006-0470-1

Reference yield:

[3-(4-methoxyphenylamino)cyclohex-2-enyl-1-idene]malononitrile (946494-88-8) → [6-acetoxy-3-(dimethylamino)methylidene-9-(4-methoxyphenyl)-1,2,3,9-tetrahydro-4H-carbazol-4-ylidene]malononitrile

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / TsOH / acetone / 8 h / 20 °C

2: 84 percent / sulfuric acid / Heating

3: 70.8 percent / triethylamine / toluene / 0.25 h / Heating

With sulfuric acid; toluene-4-sulfonic acid; triethylamine; In acetone; toluene; 1: Nenitzescu reaction;

DOI:10.1007/s11172-006-0470-1

upstream raw materials:

(3-oxocyclohexyl-1-idene)malononitrile

4-methoxy-aniline

Downstream raw materials:

[6-hydroxy-9-(4-methoxyphenyl)-1,2,3,9-tetrahydro-4H-carbazol-4-ylidene]malononitrile

2-amino-10-hydroxy-7-(4-methoxyphenyl)-6,7-dihydro-5H-pyrido[3,4]carbazole-1-carbonitrile

[6-acetoxy-9-(4-methoxyphenyl)-1,2,3,9-tetrahydro-4H-carbazol-4-ylidene]malononitrile

1-cyano-2-(dimethylamino)methylideneamino-10-hydroxy-7-(4-methoxyphenyl)-6,7-dihydro-5H-pyrido[3,4]carbazole