Sulfuryl chloride → Ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate
Reaction equation
[CH2:1]([O:4][N:5]=[C:6]([C:12](=[O:14])[CH3:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]#[CH:3].S(Cl)([Cl:18])(=O)=O>C(O)(=O)C>[Cl:18][CH2:13][C:12](=[O:14])[C:6](=[N:5][O:4][CH2:1][C:2]#[CH:3])[C:7]([O:9][CH2:10][CH3:11])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
A mixture of ethyl 2-propargyloxyimino-3-oxobutyrate (syn isomer, 71.2 g), acetic acid (81 ml) and sulfuryl chloride (50.2 g) was stirred at 40° C. for 10 minutes and then at room temperature for 5.5 hrs. The reaction mixture was treated in a conventional manner to give ethyl 4-chloro-3-oxo-2-propargyloxyiminobutyrate (syn isomer, 61.6 g.), oil.
Workup
- waitat room temperature for 5.5 hrs
- additionThe reaction mixture was treated in a conventional manner
Sources & evidence
- ORD record
- ord-36ff63b8954744f18cdf9fabd610763b
- Source dataset
- uspto-grants-1980_09
- Patent number
- US04220761
Reaction notes
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