HCID 22227298, compound → HCID 136388424, compound

HRID 1112715Notes

Reaction equation

HRID 1112715 reaction equation
[N+:1](=[C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:12])=[N-:2].[C:13]([O:17][CH2:18][CH2:19][CH3:20])(=[O:16])[C:14]#[CH:15]>C1(C)C(C)=CC=CC=1>[O:12]=[C:4]1[N:1]2[N:2]=[C:14]([C:13]([O:17][CH2:18][CH2:19][CH3:20])=[O:16])[CH:15]=[C:3]2[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[NH:5]1

Participants

4

Reactant 2

HCID 22227298HCID 22227298, compoundHCID 136455454(3Z)-3-diazo-1H-indol-2-one

Product 1

HCID 136388424HCID 136388424, compoundYield 43.86%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2.0 g (0.0126 mole) of 3-diazo-oxindole and 1.7 g (1.2 equivalents) of n-propyl propiolate are dissolved in xylene (85 ml) and refluxed under nitrogen for 24 hours. The dark reddish-brown precipitates are filtered off, washed with ether and dried. Yield: 1.5 g, 43.86% yield.

Workup

  1. temperaturerefluxed under nitrogen for 24 hours
  2. customThe dark reddish-brown precipitates
  3. filtrationare filtered off
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-feda9a080dd249a0bc8e62060f0c502d
Source dataset
uspto-grants-1978_10
Patent number
US04123532

Reaction notes

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