4-Amino-2-chlorobenzonitrile → HCID 67539870, compound

HRID 2064419Notes

Reaction equation

HRID 2064419 reaction equation
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[Cl:10])#[N:2].[O:11]1[CH2:13][C@@H:12]1[CH2:14][N:15]1[C:23](=[O:24])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]1=[O:25]>CC(O)C>[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH:7][CH2:13][C@@H:12]([OH:11])[CH2:14][N:15]2[C:16](=[O:25])[C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:23]2=[O:24])=[CH:5][C:4]=1[Cl:10])#[N:2]

Participants

4

Reactant 2

HCID 887284-Amino-2-chlorobenzonitrileHCID 719412(S)-(+)-N-(2,3-Epoxypropyl)phthalimide

Product 1

HCID 67539870HCID 67539870, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

According to the same procedure as Preparation Example 1, 4-cyano-3-chloroaniline (VI-d) (3.00 g, 19.66 mmol) and 2-(((S)-oxiran-2-yl)methyl)isoindoline-1,3-dione (III) (4.66 g, 20.64 mmol) were stirred under reflux in 2-propylalcohol to obtain the title compound (VII-d) (3.00 g, 8.43 mmol, 43%) as yellow solid.

Sources & evidence

ORD record
ord-14dee481863b40f88345955a49458581
Source dataset
uspto-grants-2012_10
Patent number
US08288423B2

Reaction notes

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