13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone

Base Information

• Chemical Name: 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone
• CAS No.: 114657-61-3
• Molecular Formula: C₂₈H₂₆N₂O₂S₂
• Molecular Weight: 486.659
• Mol file: 114657-61-3.mol

Synonyms:13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone

Chemical Property of 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone

There total 22 articles about 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone 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:

2-ethynylbenzaldehyde (38846-64-9) → 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone (114657-61-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.95 g / 1.41 M potassium hydroxide / diethyl ether; methanol / 4 h / Ambient temperature

2: 297 mg / 1,8-diazabicyclo<5.4.0>undec-7-ene, silver nitrate / CH₂Cl₂ / 30 h / 40 °C

3: 85 percent / tributyltin hydride

4: 80 percent / tributyltin hydride, acetic acid, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / benzene / Ambient temperature

5: 92 percent / potassium fluoride dihydrate / dimethylformamide / 1 h / Ambient temperature

6: 76.8 percent / anhydrous copper acetate / pyridine; diethyl ether / 0.5 h / 50 °C

7: 93.6 percent / sodium borohydride / ethanol / 0.17 h

8: 29.8 percent / sodium sulphide nonahydrate / methanol / 17 h / Heating

9: 186.3 mg / chromium trioxide / acetone; H₂O; H₂SO₄ / 1 h / Ambient temperature

10: 228 mg / cc aqueous hydrochloric acid / aq. ethanol / 0.5 h / Heating

With chromium(VI) oxide; hydrogenchloride; sodium sulfide; potassium fluoride; potassium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; copper (I) acetate; silver nitrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In pyridine; methanol; diethyl ether; ethanol; dichloromethane; sulfuric acid; water; N,N-dimethyl-formamide; acetone; benzene;

Reference yield:

2-Iodobenzoyl chloride (609-67-6) → 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone (114657-61-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 17.2 g / bis(triphenylphosphine)copper(I) tetrahydroborate, triphenylphosphine / acetone / 1 h

2: 1.) butyl-lithium / 1.) THF, hexane, 0 deg C, 30 min; 2.) THF, hexane, RT, 1 h

4: 58 percent / copper(I) iodide, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / triethylamine; tetrahydrofuran; hexane / 16 h / 90 °C

5: 92 percent / potassium fluoride dihydrate / dimethylformamide / 1 h / Ambient temperature

6: 76.8 percent / anhydrous copper acetate / pyridine; diethyl ether / 0.5 h / 50 °C

7: 93.6 percent / sodium borohydride / ethanol / 0.17 h

8: 29.8 percent / sodium sulphide nonahydrate / methanol / 17 h / Heating

9: 186.3 mg / chromium trioxide / acetone; H₂O; H₂SO₄ / 1 h / Ambient temperature

10: 228 mg / cc aqueous hydrochloric acid / aq. ethanol / 0.5 h / Heating

With chromium(VI) oxide; hydrogenchloride; sodium sulfide; potassium fluoride; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrahydrogenoboratebis(triphenylphosphine)copper(I); copper (I) acetate; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; sulfuric acid; water; triethylamine; N,N-dimethyl-formamide; acetone;

Reference yield:

2-iodobenzaldehyde (26260-02-6) → 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone (114657-61-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) butyl-lithium / 1.) THF, hexane, 0 deg C, 30 min; 2.) THF, hexane, RT, 1 h

3: 58 percent / copper(I) iodide, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / triethylamine; tetrahydrofuran; hexane / 16 h / 90 °C

4: 92 percent / potassium fluoride dihydrate / dimethylformamide / 1 h / Ambient temperature

5: 76.8 percent / anhydrous copper acetate / pyridine; diethyl ether / 0.5 h / 50 °C

6: 93.6 percent / sodium borohydride / ethanol / 0.17 h

7: 29.8 percent / sodium sulphide nonahydrate / methanol / 17 h / Heating

8: 186.3 mg / chromium trioxide / acetone; H₂O; H₂SO₄ / 1 h / Ambient temperature

9: 228 mg / cc aqueous hydrochloric acid / aq. ethanol / 0.5 h / Heating

With chromium(VI) oxide; hydrogenchloride; sodium sulfide; potassium fluoride; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; copper (I) acetate; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; sulfuric acid; water; triethylamine; N,N-dimethyl-formamide; acetone;

upstream raw materials:

13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one

toluene-4-sulfonic acid hydrazide

2-iodobenzaldehyde

1,5-bis(2-ethynylphenyl)penta-1,4-dien-3-one