Methanol → HCID 54058269, compound
Reaction equation
[N:1]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([C:10]([CH3:12])=O)[CH:9]=1)=[N+:2]=[N-:3].[N+]([O-])(O)=O.[OH2:17].[OH2:18].O.[N+]([O-])([O-])=O.[Tl+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[OH-].[Na+].[CH3:35]O>>[N:1]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][C:12]([O:18][CH3:35])=[O:17])[CH:9]=1)=[N+:2]=[N-:3]Participants
6
Procedure
Methyl 2-azidomethyl-4-thienyl ketone (9.05 g., 0.05 mole), 150 ml. of methanol, 12.0 g. (0.15 mole) of 70% nitric acid and 22.2 g. (0.05 mole) of thallium (III) nitrate trihydrate is heated at reflux for 2 hours, cooled to room temperature, neutralized with dilute sodium hydroxide solution, filtered and the filtrate worked-up as described in Example 4 to obtain the title compound.
Workup
- temperatureat reflux for 2 hours
- filtrationfiltered
Sources & evidence
- ORD record
- ord-0b4014637e554185b96b4b791147fb20
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04110342
Reaction notes
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