Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1447155Erstellt: 25. Oktober 2026

Triethylamine → N-carbomethoxy-N'-isopropylsulfamyl-O-isopropyl-isourea

https://huagongshe.com/reaction/1447155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktIsopropylsulphamoyl chlorideHCID 117737—
Eduktmethyl N-(C-propan-2-yloxycarbonimidoyl)carbamateHCID 140335035—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-carbomethoxy-N'-isopropylsulfamyl-O-isopropyl-isoureaHCID 73682570—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

In the course of 25 minutes, 95 parts of isopropylaminosulfonyl chloride were stirred into a mixture of 96 parts of N-carbomethoxy-O-isopropylisourea and 73 parts of triethylamine in 700 parts of tetrahydrofuran at 10°-15° C. After then stirring for one hour at 25° C., the reaction mixture was extracted once with water and once with 0.5 N hydrochloric acid, dried and evaporated down under reduced pressure. This gave 130 parts of N-carbomethoxy-N'-isopropylsulfamyl-O-isopropyl-isourea, of melting point 62°-64° C. 33.7 parts of this product were cyclized with 17.6 parts of 50% strength by weight sodium hydroxide solution in 30 parts of water for 5 minutes at 55°-60° C. The mixture was extracted with ether and then acidified, and the product was filtered off, washed with water and dried, giving 22 parts of 6-isopropyl-3-isopropoxy-6H-1,2,4,6-thiatriazin-5-one,1,1-dioxide of melting point 164°-167° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04316015
Quelldatensatzuspto-grants-1982_02
ORD IDord-96fd36b20f3d4ea093fbbaa376911c52
Quellennotizuspto-grants-1982_02