Phosphorus pentachloride → 5-Cyanoisatin chloride

HRID 2052570Notes

Reaction equation

HRID 2052570 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]2=[O:13])#[N:2].P(Cl)(Cl)(Cl)(Cl)[Cl:15]>>[Cl-:15].[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]2=[O:13])#[N:2]

Participants

3

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 123514952,3-Dioxoindoline-5-carbonitrile

Product 1

HCID 203511125-Cyanoisatin chloride

Procedure

By reacting 5-cyanoisatin with phosphorous pentachloride, there is obtained 5-cyanoisatin chloride which, on reaction with 3(2H)-thianaphthenone, yields 5'-cyano-2'-indole-2-thianaphthenone indigo, which also is useful as a dyestuff.

Sources & evidence

ORD record
ord-e90692d2f62645fca97feebd98f9dacd
Source dataset
uspto-grants-1980_01
Patent number
US04186132

Reaction notes

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