Reaktion #50754

Reaktionsgleichung

N,N-dimethylformamide

2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetic acid

trichloromethyl chloroformate

→

2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetyl chloride

Lösungsmittel

THF

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONfollowed by the dropwise addition of a chlorinating reagent, which
2. 2
   Sonstigehad been prepared beforehand
3. 3
   Sonstigefor 30 minutes
4. 4
   SonstigeAfter they were reacted for 5 minutes
5. 5
   Sonstigeto precipitate crystals
6. 6
   FiltrationThe crystals were collected by filtration
7. 7
   Waschenwashed with 100 ml of ice water
8. 8
   Filtrationcollected by filtration
9. 9
   FiltrationAfter filtration
10. 10
    Trocknenthe resulting crystals were dried under reduced pressure, whereby the title compound
11. 11
    Sonstigewas obtained

Vorschrift

In 30.0 ml of tetrahydrofuran (THF), 10.0 g of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetic acid were stirred at -20° C., followed by the dropwise addition of a chlorinating reagent, which had been prepared beforehand by gradually adding 5.43 g of trichloromethyl chloroformate at 5° C. to a mixture of 80 ml of THF and 4.0 g of N,N-dimethylformamide (DMF) and then reacting them for 30 minutes. After they were reacted for 5 minutes, the reaction mixture was poured into 200 ml of ice water to precipitate crystals. The crystals were collected by filtration, washed with 100 ml of ice water, collected by filtration, and then stirred for 30 minutes in 100 ml of n-hexane. After filtration, the resulting crystals were dried under reduced pressure, whereby the title compound was obtained. Yield: 9.2 g (84.3%). Purity: 96.5%.

Quelle