Methyl cyanoacetate → HCID 67424997, compound

HRID 883641Notes

Reaction equation

HRID 883641 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=O)[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[C:13]([CH2:15][C:16]([O:18][CH3:19])=[O:17])#[N:14]>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](/[C:6](=[C:15](\[C:13]#[N:14])/[C:16]([O:18][CH3:19])=[O:17])/[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7747Methyl cyanoacetateHCID 2413316-Chloroindoline-2,3-dione

Product 1

HCID 67424997HCID 67424997, compoundYield 84%

Procedure

Following the general method as outlined for Intermediate 1, starting from 6-chloro isatin and methyl cyanoacetate, the title compound was isolated, after evaporation, as a dark brown solid in 84% yield. This was a 5.5:1 mixture of geometric isomers (98% purity by HPLC).

Sources & evidence

ORD record
ord-e7103080cd07456797883e0f06deca2e
Source dataset
uspto-grants-2012_08
Patent number
US08236963B2

Reaction notes

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