N-Ethyloxindole → HCID 20189452, compound

HRID 1788968Notes

Reaction equation

HRID 1788968 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:12])[CH3:2].[CH:13]1([C:16](Cl)=[O:17])[CH2:15][CH2:14]1.[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([C:16]([CH:13]3[CH2:15][CH2:14]3)=[O:17])=[CH:9][CH:10]=2)[CH2:5][C:4]1=[O:12])[CH3:2]

Participants

5

Reactant 3

HCID 66135N-EthyloxindoleHCID 77637Cyclopropanecarbonyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20189452HCID 20189452, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

In a manner similar to Preparation J1., 10 g. (62 mmoles) of 1-ethyloxindole, 7.2 ml. (78.8 mmoles) of cyclopropylcarbonyl chloride and 51 g. (380 mmoles) of aluminum chloride in 200 ml. of carbon disulfide gave 3.75 of the desired product.

Workup

  1. customIn a manner similar to Preparation J1

Sources & evidence

ORD record
ord-c6ed2039e2c4495fabe7eb2147326cbe
Source dataset
uspto-grants-1987_08
Patent number
US04686224

Reaction notes

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