N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

Base Information

Chemical Name:N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine
CAS No.:185903-57-5
Molecular Formula:C₂₇H₂₃NOS
Molecular Weight:409.552
Hs Code.:

Synonyms:N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

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Chemical Property of N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

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Technology Process of N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

There total 7 articles about N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine 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: 94.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 171857-84-4
5-<2-<3-(phenylthio)-1-propynyl>phenyl>-4-pentynal

: 185903-57-5
N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1016/00404-0399(50)1366-P

Reference yield:

: 615-42-9
1,2-Diiodobenzene

: 185903-57-5
N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Pd(PPh₃)2Cl₂, Et₃N, CuI / 1.) THF, 20 min, 2.) THF, room temperature, overnight

2: 1.) Et₃N, Pd(PPh₃)2Cl₂, CuI / 1.) THF, 2.) THF

3: 94 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 97 percent / aq. NaOH / tetrahydrofuran / 1 h

5: 91 percent / aq. AcOH / tetrahydrofuran / Ambient temperature

6: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 25 min, 2.) CH₂Cl₂, -78 deg C, 1 h

7: 94 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961049j

Reference yield:

: 156093-12-8
3-<2-(5-((tert-butyldimethylsilyl)oxy)-1-pentynyl)phenyl>-2-propyn-1-ol

: 185903-57-5
N-(phenylmethoxy)-5-<2-<3-(phenylthio)-1-propynyl>phenyl>pent-4-yn-1-imine

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 97 percent / aq. NaOH / tetrahydrofuran / 1 h

3: 91 percent / aq. AcOH / tetrahydrofuran / Ambient temperature

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 25 min, 2.) CH₂Cl₂, -78 deg C, 1 h

5: 94 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; sodium hydroxide; oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961049j