(Chlorothio)formyl chloride → 5-Methoxymethyl-1,3,4-oxathiazol-2-one
Reaction equation
Cl[C:2]([S:4]Cl)=[O:3].[CH3:6][O:7][CH2:8][C:9]([NH2:11])=[O:10]>C1(C)C=CC=CC=1>[CH3:6][O:7][CH2:8][C:9]1[O:10][C:2](=[O:3])[S:4][N:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
Chlorocarbonylsulfenyl chloride (7.35 g) was added to a suspension of methoxyacetamide (5 g) in toluene (30 cm3). The reaction mixture was stirred and heated at 90-100° C. for 5 hours, then cooled. The solvent was removed by evaporation under reduced pressure to give a brown gum (6.6 g). M+ =147; 1H NMR (DMSO-d6): δ3.30(3H,s); 4.30(2H,s) which was used in the next step without further purification.
Workup
- temperaturecooled
- customThe solvent was removed by evaporation under reduced pressure
Sources & evidence
- ORD record
- ord-117b7970d9404edba40b1dbf73a5d195
- Source dataset
- uspto-grants-1999_09
- Patent number
- US05952359
Reaction notes
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