Ammonia → HCID 86753907, compound

HRID 1418633Notes

Reaction equation

HRID 1418633 reaction equation
[CH2:1]([N:3]([CH2:33][CH3:34])[CH2:4][CH:5]([OH:32])[CH2:6][N:7]1[C:19]2[C:18]3[NH:20][C:21]4[C:22](=[O:27])[CH2:23][CH:24]=[CH:25][C:26]=4[C:17]=3[C:16]3[C:28](=[O:31])O[CH2:30][C:15]=3[C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH3:2].[NH3:35]>C(O)C>[CH2:1]([N:3]([CH2:33][CH3:34])[CH2:4][CH:5]([OH:32])[CH2:6][N:7]1[C:19]2[C:18]3[NH:20][C:21]4[C:22](=[O:27])[CH2:23][CH:24]=[CH:25][C:26]=4[C:17]=3[C:16]3[C:28](=[O:31])[NH:35][CH2:30][C:15]=3[C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86753908HCID 86753908, compound

Product 1

HCID 86753907HCID 86753907, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

285 mg (0.63 mmol) (±)-12-(3-diethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-5,1-dioxoindolo-[2,3-a]furano[3,4-c]carbazole are heated in an autoclave for 6 hours at 140° C. in 30 ml of a saturated solution of ammonia in ethanol. The solution is evaporated, the residue is heated in 50 ml diisopropyl ether/tetrahydrofuran (4:1 v/v) and, after cooling, the crystals obtained are filtered off. (±)-12-(3-Diethylamino-2-hydroxy-1-propyl) -6,7,12,13-tetrahydro-5,1-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole is obtained in the form of yellow crystals which decompose from 235° C.

Workup

  1. customThe solution is evaporated
  2. temperaturethe residue is heated in 50 ml diisopropyl ether/tetrahydrofuran (4:1 v/v)
  3. temperatureafter cooling
  4. customthe crystals obtained
  5. filtrationare filtered off

Sources & evidence

ORD record
ord-f83c2e0c0569492da8a50680a216c758
Source dataset
uspto-grants-1999_03
Patent number
US05883114

Reaction notes

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