HCID 13133032, compound → HCID 13133047, compound

HRID 444202Notes

Reaction equation

HRID 444202 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:3]1[N:18]=[C:19]=[O:20]>CN(C)C=O>[CH3:1][N:2]1[C:3]2[NH:18][C:19](=[O:20])[C:17]3[C:12]([C:4]=2[C:5]2[CH:6]=[C:7]([Cl:11])[CH:8]=[CH:9][C:10]1=2)=[CH:13][CH:14]=[CH:15][CH:16]=3

Participants

3

Reactant 1

HCID 13133032HCID 13133032, compound

Product 1

HCID 13133047HCID 13133047, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Methyl-2-isocyanato-3-phenyl-5-chloroindole (3.0 g) is heated at 100°-120° C. in an oil bath for 4 hours. Dimethylformamide (10 ml) is added to the reaction mixture and then refluxed for 30 minutes. After cooling, precipitates are separated by filtration and washed with ethanol to give 2.5 g of 7-methyl-10-chloro-7H-indolo(2,3-c)isoquinolin-5(6H)-one, melting point>300° C.

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperatureAfter cooling
  3. customprecipitates
  4. customare separated by filtration
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-1025a152baea412985a94b59c01a514a
Source dataset
uspto-grants-1981_04
Patent number
US04263304

Reaction notes

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