Methane → HCID 21516625, compound

HRID 1283730Notes

Reaction equation

HRID 1283730 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[Cl:5][C:6]1[CH:7]=[C:8]([C:12]2([OH:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]2=[O:21])[CH:9]=[CH:10][CH:11]=1.C>C(O)C>[Cl:5][C:6]1[CH:7]=[C:8]([C:12]2([OH:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:3][CH2:2][C:1]#[N:4])[C:13]2=[O:21])[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 7855AcrylonitrileHCID 21490326HCID 21490326, compound

Product 1

HCID 21516625HCID 21516625, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acrylonitrile (1.06 g.) was added to a solution of 3-(m-chlorophenyl)-3-hydroxyindolin-2-one (2.6 g.) in ethanol (50 ml.) containing Triton B (40% aqueous solution, 3 drops) and the resulting mixture stirred and heated under reflux for 6 hours. Charcoal was added and the mixture filtered and evaporated to about 15 ml. The product crystallised as colourless prisms 1.57 g., m.p. 149°-50°. (Analysis: Found C, 65.5; H, 4.4; N, 8.8%. C17H13ClN2O2 requires C, 65.3; H, 4.2; N, 8.9%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 6 hours
  3. filtrationthe mixture filtered
  4. customevaporated to about 15 ml
  5. customThe product crystallised as colourless prisms 1.57 g

Sources & evidence

ORD record
ord-a01721db290743b9a16db64bf294cd0a
Source dataset
uspto-grants-1976_08
Patent number
US03976645

Reaction notes

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