Ethyl orthoformate → HCID 178424340, compound
Reaction equation
[ClH:1].[CH:2]1[C:15]2[C:6](=[N:7][C:8]([NH:16][NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[CH3:24])=[C:9]3[C:14]=2[CH:13]=[CH:12][CH:11]=[CH:10]3)[CH:5]=[CH:4][CH:3]=1.[CH:25](OCC)(OCC)OCC>>[Cl-:1].[C:19]1([CH3:24])[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[N+:17]1[N:16]=[CH:8][N:7]2[C:25]=1[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=1[C:15]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]2=1Participants
3
Procedure
A suspension of N-phenanthridin-6-yl-N′-o-tolylhydrazine hydrochloride (9.0 g, 27 mmol) in triethyl orthoformate (360 ml) is stirred under reflux under argon for 17 h. After cooling to room temperature, the precipitate is filtered off and washed with triethyl orthoformate and cold acetone. Yield: 8.2 g (88%).
Workup
- temperatureunder reflux under argon for 17 h
- filtrationthe precipitate is filtered off
- washwashed with triethyl orthoformate and cold acetone
Sources & evidence
- ORD record
- ord-7f88bf9d27db475fb9f264afa88ff6da
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258297B2
Reaction notes
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