Potassium Hydroxide → HCID 86753912, compound

HRID 1418642Notes

Reaction equation

HRID 1418642 reaction equation
[CH3:1][N:2]([CH3:34])[CH2:3][CH:4]([OH:33])[CH2:5][N:6]1[C:18]2[C:17]3[N:19]([CH3:26])[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:16]=3[C:15]3[C:27](=[O:32])N(C)[C:29](=[O:30])[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2.[OH-:35].[K+]>>[CH3:34][N:2]([CH3:1])[CH2:3][CH:4]([OH:33])[CH2:5][N:6]1[C:18]2[C:17]3[N:19]([CH3:26])[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:16]=3[C:15]3[C:27](=[O:32])[O:30][C:29](=[O:35])[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 21216823HCID 21216823, compound

Product 1

HCID 86753912HCID 86753912, compound

Procedure

The starting material is prepared in the following manner: 950 mg (2.1 mmol) (±)-12-(3-dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-6,13-dimethyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole are heated under reflux for 16 hours in 150 ml 15% methanolic potassium hydroxide solution. The solution is evaporated to one half, mixed with 100 ml of water and weakly acidified with semi-concentrated hydrochloric acid. The precipitate obtained is filtered off, stirred with 50 ml 5% sodium hydrogen carbonate solution, again filtered and dried. (±)-12-(3-Dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxo-indolo[2,3-a]furano[3,4-c]carbazole is obtained in the form of a yellow amorphous powder.

Workup

  1. customThe starting material is prepared in the following manner
  2. customThe solution is evaporated to one half
  3. additionmixed with 100 ml of water
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. filtrationagain filtered
  7. customdried

Sources & evidence

ORD record
ord-b3d202a6a4b44c91b0bb5f17a4d671da
Source dataset
uspto-grants-1999_03
Patent number
US05883114

Reaction notes

Loading…