2-{4-[acetyl(phenyl)amino]buta-1,3-dien-1-yl}-3-methyl-1,3-benzothiazol-3-ium

Base Information

• Chemical Name: 2-{4-[acetyl(phenyl)amino]buta-1,3-dien-1-yl}-3-methyl-1,3-benzothiazol-3-ium
• CAS No.: 71467-45-3
• Molecular Formula: C20H19 N2 O S . I
• Molecular Weight: 462.354

Synonyms:3-Methyl-2-[4-(N-phenylacetamido)-1,3-butadienyl]benzothiazoliumiodide (6CI,7CI); Benzothiazolium,2-[4-(acetylphenylamino)-1,3-butadienyl]-3-methyl-, iodide (9CI); NSC 255085

Chemical Property of 2-{4-[acetyl(phenyl)amino]buta-1,3-dien-1-yl}-3-methyl-1,3-benzothiazol-3-ium

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

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Technology Process of 2-{4-[acetyl(phenyl)amino]buta-1,3-dien-1-yl}-3-methyl-1,3-benzothiazol-3-ium

There total 4 articles about 2-{4-[acetyl(phenyl)amino]buta-1,3-dien-1-yl}-3-methyl-1,3-benzothiazol-3-ium 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:

acetic anhydride (108-24-7) + phenyl[3-phenylaminoprop-2-en-1-ylidene]ammonium chloride (23769-16-6,28140-60-5,50328-50-2,58467-94-0,125367-88-6) + 2,3-dimethylbenzothiazolium iodide (2785-06-0) → 2-[4-(N-acetyl-anilino)-buta-1,3-dienyl]-3-methyl-benzothiazolium; iodide (71467-45-3)

Guidance literature:

With acetic acid; for 2h; Reflux;

DOI:10.1016/j.dyepig.2012.07.007

Reference yield:

C18H17N2S(1+)*I(1-) (187988-10-9,24136-91-2) + acetic anhydride (108-24-7) → 2-((1E,3E)-4-(acetyl)-4-(phenyl)aminobuta-1,3-dienyl)-3-methyl-benzothiazolium iodide (71467-45-3)

Guidance literature:

With pyridine; at 25 ℃; for 16h;

DOI:10.1002/anie.200902000

Reference yield:

acetic anhydride (108-24-7) + phenyl[3-phenylaminoprop-2-en-1-ylidene]ammonium chloride (23769-16-6,28140-60-5,50328-50-2,58467-94-0,125367-88-6) + 2,3-dimethylbenzothiazolium iodide (2785-06-0) → 2-((1E,3E)-4-(acetyl)-4-(phenyl)aminobuta-1,3-dienyl)-3-methyl-benzothiazolium iodide (71467-45-3)

Guidance literature:

upstream raw materials:

acetic anhydride

phenyl[3-phenylaminoprop-2-en-1-ylidene]ammonium chloride

2,3-dimethylbenzothiazolium iodide

C₁₈H₁₇N₂S⁽¹⁺⁾*I^(1-)

Downstream raw materials:

5-[4-(3-methyl-3H-benzothiazol-2-ylidene)-but-2-enylidene]-2-thioxo-3-p-tolyl-thiazolidin-4-one

5-[4-(3-methyl-3H-benzothiazol-2-ylidene)-but-2-enylidene]-2-thioxo-3-o-tolyl-thiazolidin-4-one

2-{4-[4-(4-methoxy-phenyl)-3-methyl-3H-thiazol-2-ylideneamino]-buta-1,3-dienyl}-3-methyl-benzothiazolium; iodide

2-{4-[4-(4-bromo-phenyl)-3-methyl-3H-thiazol-2-ylideneamino]-buta-1,3-dienyl}-3-methyl-benzothiazolium; iodide

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