5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one

Base Information

• Chemical Name: 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one
• CAS No.: 884536-75-8
• Molecular Formula: C₁₉H₁₅N₃O₃S
• Molecular Weight: 365.412

Synonyms:5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one

Chemical Property of 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one

Chemical Property:

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Technology Process of 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one

There total 2 articles about 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one 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: 79.0%

(Z)-2-cyano-3-mercapto-3-(phenylamino)acrylamide + 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde (29668-44-8) → 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one (884536-75-8)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 2h; Heating;

DOI:10.1002/hc.20129

Reference yield:

phenyl isothiocyanate (103-72-0) → 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one (884536-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / dimethylformamide / 1 h / Heating

2: 79 percent / p-TSA / ethanol / 2 h / Heating

With potassium hydroxide; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide;

DOI:10.1002/hc.20129

Reference yield: 72.0%

5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-phenylamino-2,3-dihydro-1,3-thiazin-4(1H)-one (884536-75-8) + dimethyl sulfate (77-78-1) → 5-cyano-2-(2',3'-dihydro-1,4-benzodioxin-6'-yl)-6-methylthio-1-phenyl-2,3-dihydropyrimidin-4(1H)-one

Guidance literature:

With potassium hydroxide;

DOI:10.1002/hc.20129

upstream raw materials:

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde

phenyl isothiocyanate

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