Ammonia → HCID 5327862, compound
Reaction equation
[CH3:1][N:2]([CH3:33])[CH2:3][CH:4]([OH:32])[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:31])[O:28][C:29](=O)[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2.[NH3:34]>>[CH3:33][N:2]([CH3:1])[CH2:3][CH:4]([OH:32])[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:31])[NH:34][C:29](=[O:28])[C:14]=3[C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2Participants
3
Procedure
750 mg (1.7 mmol) (±)-12-(3-Dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxoindolo[2,3-a]furano[3,4-c]carbazole are heated in an autoclave with 50 ml ammonia-saturated ethanol for 20 hours at 140° C. The undissolved product is filtered off and again crystallised from ethanol. (±)-12-(3-Dimethylamino-2-hydroxy-1-propyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxo-5H-indolo[2,3-a]-pyrrolo[3,4-c]carbazole is obtained in the form of a yellow amorphous powder; m.p. 260°-270° C.
Workup
- filtrationThe undissolved product is filtered off
- customagain crystallised from ethanol
Sources & evidence
- ORD record
- ord-696ac602591b44e0bc04133e4924f389
- Source dataset
- uspto-grants-1999_03
- Patent number
- US05883114
Reaction notes
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