Diethyl Sulfate → N-ethyl phenazine
Reaction equation
[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([N:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[CH3:15][CH2:16]OCC.S(OCC)(OCC)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>>[CH2:15]([N:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[NH:13][C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]1=2)[CH3:16]Participants
4
Procedure
Scheme 6 illustrates the synthesis of N-ethyl phenazine 1-hydroxybutyl methyl ether. The phenazine ether (21) is prepared by the alkylation of the 1-hydroxyphenazine (1) with 4-methoxybutylbromide (Aldrich Chemical Company, USA) to give phenazine derivative (21). N-ethyl phenazine (22) is prepared by reaction of compound (21) with diethyl sulfate in the presence of potassium carbonate.
Sources & evidence
- ORD record
- ord-b95dea2c26064186aaec0a2320d0234f
- Source dataset