Formaldehyde → HCID 18424916, compound
Reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]2[C:11]3[C:16]([CH2:17][C:3]1=2)=[CH:15][CH:14]=[CH:13][CH:12]=3.[CH3:18][CH2:19][O-].[Na+].C=O.[NH4+].[Cl-].[CH3:26][N:27]([CH:29]=O)[CH3:28]>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]2[C:11]3[C:16]([CH:17]([CH2:3][CH:4]4[C:26]5[N:27]([CH3:28])[C:29]6[C:18]([C:19]=5[C:10]5[C:5]4=[CH:6][CH:7]=[CH:8][CH:9]=5)=[CH:13][CH:12]=[CH:11][CH:16]=6)[C:3]1=2)=[CH:15][CH:14]=[CH:13][CH:12]=3Participants
6
Conditions
- Temperature
- 50 °C
Procedure
21.9 g (0.1 mol) of N-methyl-5,6-dihydroindeno[2,1-b]indole, prepared in Example 5, and 200 ml of DMFA were placed into a bulb and the resulting mixture was heated under stirring to 50° C. 3.4 g (0.05 mol) of NaOEt were added to the mixture and the resulting solution was stirred for 10 minutes and then treated with 3.8 ml 37% formaline. The resulting mixture was stirred for 2 hours at 75° C.; then it was cooled to room temperature and treated with 5.3 g of NH4Cl. The precipitate was filtered, washed twice with DMFA (30 ml) and with ether, and finally dried thus yielding 20 g of the ligand 6-[(N-methyl-5,6-dihydroindeno[2,1-b]indol-6-yl)methyl]-N-methyl-5,6-dihydroindeno[2,1-b]indole (yield=90%).
Workup
- temperaturethe resulting mixture was heated
- stirringthe resulting solution was stirred for 10 minutes
- stirringThe resulting mixture was stirred for 2 hours at 75° C.
- temperaturethen it was cooled to room temperature
- filtrationThe precipitate was filtered
- washwashed twice with DMFA (30 ml) and with ether
- customfinally dried thus
Sources & evidence
- ORD record
- ord-1d9c9958c057494c9c27b1e89c1b0190
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06451724B1
Reaction notes
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