2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine

Base Information

• Chemical Name: 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine
• CAS No.: 1352193-94-2
• Molecular Formula: C₅₈H₆₈N₄O₄S₄
• Molecular Weight: 1013.47
• Mol file: 1352193-94-2.mol

Synonyms:2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine

Chemical Property of 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine

There total 6 articles about 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine 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: 77.0%

6-[4,8-bis(4-pentylphenoxy)[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazol-6-ylidene]-4,8-bis(4-pentylphenoxy)[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazole (1352194-05-8) → 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine (1352193-94-2)

Guidance literature:

With sodium tetrahydroborate; cobalt(II) chloride hexahydrate; In ethanol; dichloromethane; at 20 - 40 ℃; for 3.5h; Inert atmosphere;

DOI:10.1002/asia.201100515

Reference yield:

4,8-dibromo-6-(4,8-dibromo[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazol-6-ylidene)-[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazole (1352194-02-5) → 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine (1352193-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

2: sodium tetrahydroborate; cobalt(II) chloride hexahydrate / ethanol; dichloromethane / 3.5 h / 20 - 40 °C / Inert atmosphere

With sodium tetrahydroborate; cobalt(II) chloride hexahydrate; potassium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/asia.201100515

Reference yield:

5,6-diaminobenzo[d]-1,3-dithiole-2-thione (916675-91-7) → 2-[5,6-diamino-4,7-bis(4-pentylphenoxy)-1,3-benzodithiol-2-ylidene]-4,7-bis(4-pentylphenoxy)-1,3-benzodithiole-5,6-diamine (1352193-94-2)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine; thionyl chloride / toluene / 1 h / Inert atmosphere; Reflux

2: water; hydrogen bromide; bromine / 8 h / Reflux

3: triethyl phosphite / toluene / 3 h / Inert atmosphere; Reflux

4: potassium carbonate / N,N-dimethyl-formamide / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

5: sodium tetrahydroborate; cobalt(II) chloride hexahydrate / ethanol; dichloromethane / 3.5 h / 20 - 40 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; thionyl chloride; cobalt(II) chloride hexahydrate; water; hydrogen bromide; bromine; potassium carbonate; triethyl phosphite; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/asia.201100515

upstream raw materials:

5,6-diaminobenzo[d]-1,3-dithiole-2-thione

[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazole-6-thione

4,8-dibromo[1,3]dithiolo[4,5-f ]-2,1,3-benzothiadiazol-6-one

4,8-dibromo-6-(4,8-dibromo[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazol-6-ylidene)-[1,3]dithiolo[4,5-f]-2,1,3-benzothiadiazole

Downstream raw materials:

2-[4,9-bis(4-pentylphenoxy)-1,3-dithiolo[4,5-g]quinoxalin-2-ylidene]-4,9-bis(4-pentylphenoxy)-1,3-dithiolo[4,5-g]quinoxaline