(E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide

Base Information

• Chemical Name: (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide
• CAS No.: 130116-81-3
• Molecular Formula: C₁₉H₂₈N₂O₂S₂
• Molecular Weight: 380.576

Synonyms:(E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide

Chemical Property of (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide

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Technology Process of (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide

There total 2 articles about (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide 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: 33.0%

hydrazinecarbodithioic acid methyl ester (5397-03-5) + 3,5-bis(1,1-dimethyethyl)-4-hydroxycinnamic acid chloride (113101-85-2) → (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide (130116-81-3)

Guidance literature:

With TEA; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00060a017

Reference yield:

3,5-di-tert-butyl-4-hydroxycinnamic acid (95602-92-9) → (E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide (130116-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / tetrahydrofuran; dimethylformamide / 1 h / Ambient temperature

2: 33 percent / TEA / tetrahydrofuran / Ambient temperature

With oxalyl dichloride; TEA; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00060a017

Reference yield: 66.0%

(E)-3-<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>-2-propenoic acid 2-<(methylthio)thioxomethyl>hydrazide (130116-81-3) → (E)-2,6-bis(1,1-dimethylethyl)-4-{2-[5-(methylthio)-1,3,4-thiadiazol-2-yl]ethenyl}phenol (130116-24-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 1h; Heating;

DOI:10.1021/jm00060a017

upstream raw materials:

hydrazinecarbodithioic acid methyl ester

3,5-bis(1,1-dimethyethyl)-4-hydroxycinnamic acid chloride

3,5-di-tert-butyl-4-hydroxycinnamic acid

Downstream raw materials:

(E)-2,6-bis(1,1-dimethylethyl)-4-{2-[5-(methylthio)-1,3,4-thiadiazol-2-yl]ethenyl}phenol

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