1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

Base Information

Chemical Name:1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile
CAS No.:114201-09-1
Molecular Formula:C₂₃H₁₈N₂O₂S
Molecular Weight:386.474
Hs Code.:

Synonyms:1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

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Chemical Property of 1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

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Technology Process of 1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

There total 5 articles about 1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile 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: 71.0%

: 123-75-1
pyrrolidine

: 114201-03-5,114201-04-6
(E/Z)-3-bromo-1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-2-naphthaleneacetonitrile

: 114201-09-1
1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

Guidance literature:: In ethanol; benzene; at 0 ℃; for 1h;
DOI:10.1021/jo00245a028

Reference yield:

: 86489-90-9
2-bromo-3-(2-bromomethyl)-1,4-dimethoxynaphthalene

: 114201-09-1
1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / 18-crown-6 / acetonitrile / 5 h / Heating

2: 1.) 80percent NaH / 1.) toluen, 110 deg C, 2 h, 2.) 50 deg C, 15 h

3: 1.) pyridine, 2.) tosyl chloride / 1.) 0 deg C, 30 min, 2.) RT, 48 h

4: 48 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / Ambient temperature

5: 71 percent / benzene; ethanol / 1 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; 18-crown-6 ether; sodium hydride; p-toluenesulfonyl chloride; In ethanol; water; acetonitrile; benzene;
DOI:10.1021/jo00245a028

Reference yield:

: 114200-92-9
3-bromo-1,4-dimethoxy-2-naphthaleneacetonitrile

: 114201-09-1
1,4-dihydro-1,4-dioxo-α-<(phenylthio)methylene>-3-(1-pyrrolidinyl)-2-naphthaleneacetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 80percent NaH / 1.) toluen, 110 deg C, 2 h, 2.) 50 deg C, 15 h

2: 1.) pyridine, 2.) tosyl chloride / 1.) 0 deg C, 30 min, 2.) RT, 48 h

3: 48 percent / ceric ammonium nitrate / acetonitrile; H₂O / 1.5 h / Ambient temperature

4: 71 percent / benzene; ethanol / 1 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; sodium hydride; p-toluenesulfonyl chloride; In ethanol; water; acetonitrile; benzene;
DOI:10.1021/jo00245a028