Triethylamine → N-carbomethoxy-N'-benzylsulfamoyl-O-methylisourea

HRID 246831Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 246831
[CH2:1]([NH:8][S:9](Cl)(=[O:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:13]([NH:17][C:18](=[NH:21])[O:19][CH3:20])([O:15][CH3:16])=[O:14].C(N(CC)CC)C>C1COCC1>[C:13]([NH:17][C:18](=[N:21][S:9](=[O:11])(=[O:10])[NH:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[O:19][CH3:20])([O:15][CH3:16])=[O:14]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 13529095Benzylsulfamyl chlorideHCID 137319931Methyl N-(iminomethoxymethyl)carbamate

Produkt 1

HCID 70392213N-carbomethoxy-N'-benzylsulfamoyl-O-methylisourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of benzylsulfamoyl chloride (168 g) in anhydrous THF (300 ml) is added dropwise to a stirred solution of N-carbomethoxy-O-methylisourea (107 g) and triethylamine (90 g) in anhydrous THF (800 ml) under nitrogen at -70° C. The resulting suspension is warmed to RT, filtered and the filtrate evaporated in vacuo. The residue is partitioned between methylene chloride and 0.5N aq. HCl. The organic layer is dried, filtered, and concentrated in vacuo affording the desired product as an oil.

Aufarbeitung

  1. filtrationfiltered
  2. customthe filtrate evaporated in vacuo
  3. customThe residue is partitioned between methylene chloride and 0.5N aq. HCl
  4. customThe organic layer is dried
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4099f6da5a8147cea0efd2977b40bde9
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04704388

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