HCID 15389008, compound → HCID 15406843, compound

HRID 580879Notes

Reaction equation

HRID 580879 reaction equation
CN(C)CCN[C:6]([C:8]1[C:24]2[C:12](=[C:13]([CH3:30])[C:14]3[N:15]([CH3:29])[C:16]4[CH:17]=[CH:18][C:19]([OH:28])=[C:20]([CH2:25][CH:26]=[CH2:27])[C:21]=4[C:22]=3[CH:23]=2)[CH:11]=[CH:10][N:9]=1)=[O:7].[CH2:32]([O:34]C(C1C2C(=C(C)C3N(C)C4C=CC(OCC=C)=CC=4C=3C=2)C=CN=1)=O)[CH3:33]>ClC1C=CC=CC=1Cl>[CH2:32]([O:34][C:6]([C:8]1[C:24]2[C:12](=[C:13]([CH3:30])[C:14]3[N:15]([CH3:29])[C:16]4[CH:17]=[CH:18][C:19]([OH:28])=[C:20]([CH2:25][CH:26]=[CH2:27])[C:21]=4[C:22]=3[CH:23]=2)[CH:11]=[CH:10][N:9]=1)=[O:7])[CH3:33]

Participants

4

Reactant 2

HCID 15389008HCID 15389008, compoundHCID 15406842HCID 15406842, compound

Product 1

HCID 15406843HCID 15406843, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

1-[(2-Dimethylaminoethyl)aminocarbonyl]-5,6-dimethyl-9-hydroxy-10-allyl-6H-pyrido[4,3-b]carbazole ##STR25## 2 g of 1-ethoxycarbonyl-5,6-dimethyl-9-allyloxy-6H-pyrido[4,3-b]carbazole are dissolved in 80 ml of 1,2-dichlorobenzene, and the solution is refluxed for 10 hours. The mixture is cooled and precipitation is observed. The precipitate is suction-filtered and chromatographed on silica using as eluant first dichloromethane and then a dichloromethane/ethanol mixture. 1.27 g of 1-ethoxycarbonyl-5,6-dimethyl-9-hydroxy-10-allyl-6H-pyrido[4,3-b]carbazole are obtained.

Workup

  1. temperaturethe solution is refluxed for 10 hours
  2. temperatureThe mixture is cooled
  3. customprecipitation
  4. filtrationThe precipitate is suction-filtered
  5. customchromatographed on silica using as eluant first dichloromethane

Sources & evidence

ORD record
ord-460a4bd434994bb1be301f602fba8c60
Source dataset
uspto-grants-1999_07
Patent number
US05919791

Reaction notes

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