2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

Base Information

Chemical Name:2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile
CAS No.:1358653-99-2
Molecular Formula:C₂₈H₁₆N₈O₂S
Molecular Weight:528.553
Hs Code.:

2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

There total 3 articles about 2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]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: 27.0%

: 1358653-89-0
N,N-dimethyl-4-[(7-nitrobenzo[c][1,2,5]thiadiazol-4-yl)ethynyl]aniline

: 1518-16-7,6144-37-2
7,7',8,8'-tetracyanoquinodimethane

: 1358653-99-2
2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

Guidance literature:: In tetrahydrofuran; at 60 ℃; for 20h;
DOI:10.1002/ejoc.201101009

Reference yield:

: 26460-78-6
4-bromo-7-nitrobenzo[c][1,2,5]thiadiazole

: 1358653-99-2
2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 20 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; 1: Sonogashira coupling;
DOI:10.1002/ejoc.201101009

Reference yield:

: 17573-94-3,752235-18-0
4-ethynyl-N,N-dimethylaniline

: 1358653-99-2
2-[4-(3,3-dicyano-1-{(4-(dimethylamino))phenyl}-2-{7-nitrobenzo[c]-[1,2,5]thiadiazol-4-yl}allylidene)cyclohexa-2,5-dien-1-ylidene]malononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 20 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; 1: Sonogashira coupling;
DOI:10.1002/ejoc.201101009