Ethyl orthoformate → HCID 178478200, 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][CH:19]=3)=[C:9]3[C:14]=2[CH:13]=[CH:12][CH:11]=[CH:10]3)[CH:5]=[CH:4][CH:3]=1.[CH:24](OCC)(OCC)OCC>>[Cl-:1].[C:18]1([N+:17]2[N:16]=[CH:8][N:7]3[C:24]=2[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=2[C:15]2[CH:2]=[CH:3][CH:4]=[CH:5][C:6]3=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1Participants
3
Procedure
A suspension of N-phenanthridin-6-yl-N′-phenylhydrazine hydrochloride (2.0 g, 6.2 mmol) in triethyl orthoformate (100 ml) is stirred under reflux under argon for 17 h. After cooling to room temperature, the mixture is concentrated and the precipitate is filtered off and washed with petroleum ether, methyl tert-butyl ether and acetone. Yield: 1.2 g (57%).
Workup
- temperatureunder reflux under argon for 17 h
- concentrationthe mixture is concentrated
- filtrationthe precipitate is filtered off
- washwashed with petroleum ether, methyl tert-butyl ether and acetone
Sources & evidence
- ORD record
- ord-4359aec09a764eee98023db03f0708e4
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258297B2
Reaction notes
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