Hydrochloric Acid → HCID 19873523, Verbindung

HRID 465277Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465277
[H-].[Na+].[CH3:3][NH:4][S:5]([N:8]([CH3:11])[O:9][CH3:10])(=[O:7])=[O:6].Cl[S:13]([NH:16][C:17](=[O:25])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:15])=[O:14].Cl>CCCCCC.C1COCC1>[CH3:11][N:8]([O:9][CH3:10])[S:5]([N:4]([S:13]([NH:16][C:17](=[O:25])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:14])=[O:15])[CH3:3])(=[O:7])=[O:6]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 19873524HCID 19873524, VerbindungHCID 22058798Phenyl (chlorosulfonyl)carbamate

Produkt 1

HCID 19873523HCID 19873523, VerbindungAusbeute 93,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel3×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

1.15 g (28.8 mmol) of 60% sodium hydride was washed with n-hexane, and dry THF was added, and the mixture was cooled with ice. To this mixture, a THF solution containing 2 g (13 mmol) of N,N'-dimethyl-N'-methoxysulfamide was dropwise added. After stirring the mixture for 10 minutes, a dry THF solution containing 3.21 g (13.6 mmol) of phenyl N-chlorosulfonylcarbamate was dropwise added thereto. The mixture was stirred at room temperature for 7 hours. The reaction mixture was poured into 500 ml of ice water containing 3.5 g of 35% hydrochloric acid and extracted three times with diethyl ether. The diethyl ether layer was washed sequentially with water and a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 4.3 g of phenyl N-[(N-(N-methyl N-methoxyaminosulfonyl)-N-methylamino)sulfonyl]carbamate as slightly yellow oil.

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture was cooled with ice
  3. additionwas dropwise added
  4. additionwas dropwise added
  5. stirringThe mixture was stirred at room temperature for 7 hours
  6. extractionextracted three times with diethyl ether
  7. washThe diethyl ether layer was washed sequentially with water
  8. dry with materiala saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate
  9. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cd1fc3bf358a4e3fb60fdf847c804537
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05152824

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