Diethyl Ether → 4-[2-(9H-thioxanthen-9-yl)acetyl]benzonitrile

HRID 442803Notes

Reaction equation

HRID 442803 reaction equation
[C:1]([C:3]1[CH:30]=[CH:29][C:6]([C:7]([CH:9]([CH:15]2[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[S:22][C:21]3[C:16]2=[CH:17][CH:18]=[CH:19][CH:20]=3)C(OCC)=O)=[O:8])=[CH:5][CH:4]=1)#[N:2].C(OCC)C>CS(C)=O.O>[CH:27]1[C:28]2[CH:15]([CH2:9][C:7]([C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:30][CH:29]=3)=[O:8])[C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[S:22][C:23]=2[CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 54398664ethyl 2-(4-cyanobenzoyl)-2-(9H-thioxanthen-9-yl)acetate

Product 1

HCID 700925354-[2-(9H-thioxanthen-9-yl)acetyl]benzonitrile

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A solution of ethyl 2-(4-cyanobenzoyl)-2-(9H-thioxanthen-9-yl)acetate (5 g, 12.0 mmol) in dimethylsulphoxide (50 ml) and water (0.45 ml) was reacted as described in Example 1 (iv) and the product was isolated in a similar manner except the extraction used diethyl ether to give 4-[2-(9H-thioxanthen-9-yl)acetyl]benzonitrile as a yellow oil which solidified on standing.

Workup

  1. customthe product was isolated in a similar manner except the extraction

Sources & evidence

ORD record
ord-e2e5368ffa294e1e9f25defbb7786050
Source dataset
uspto-grants-1999_04
Patent number
US05891899

Reaction notes

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