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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 66697Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/66697

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

95 parts of isopropylaminosulfonyl chloride were stirred into a mixture of 96 parts of N-carbomethoxy-O-isopropyl-isourea and 73 parts of triethylamine in 700 parts of tetrahydrofuran at 10°-15° C., in the course of 25 minutes. After having been stirred 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. 130 parts of N-carbomethoxy-N'-isopropylsulfamyl-O-isopropylisourea, of melting point 62°-64° C., were obtained. 33.7 parts of this product were cyclized with 17.6 parts of 50 percent strength by weight sodium hydroxide solution in 30 parts of water for 5 minutes at 55°-60° C. After extraction with ether, acidification, filtering, washing the residue with water and drying, 22 parts of 6-isopropyl-3-isopropoxy-6H-1,2,4,6-thiatriazin-5-one-1,1-dioxide, of melting point 164°-167° C., were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04343648
Quelldatensatzuspto-grants-1982_08
ORD IDord-81cc9971f06d4584a6c1ac7d88ab98f2
Quellennotizuspto-grants-1982_08