Oxalyl chloride → HCID 86229119, Verbindung

HRID 30287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 30287
[C:1]1([CH:7]([N:9]2[CH2:13][CH:12]([C:14]3[CH:18]=[CH:17][S:16][CH:15]=3)[CH:11]([C:19]([OH:21])=O)[CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:25])=O>ClCCl.CN(C=O)C>[C:1]1([CH:7]([N:9]2[CH2:13][CH:12]([C:14]3[CH:18]=[CH:17][S:16][CH:15]=3)[CH:11]([C:19]([Cl:25])=[O:21])[CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 67206550HCID 67206550, Verbindung

Produkt 1

HCID 86229119HCID 86229119, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The product from step c) (1064 mg, 3.53 mmol) was dissolved in 20 mL of dichloromethane and cooled to 0° C. under N2 atmosphere and oxalyl chloride (1345 mg, 10.59 mmol) was added, followed by 2 drops of DMF. The reaction was stirred at 0° C. for 15 minutes and was allowed to come to room temperature. The reaction mixture was stirred for 1.5 hours and was evaporated to dryness to give the subtitle compound as a solid. MS calculated for C17H18ClNOS+H: 320, observed as methyl ester [dissolved in methanol]+H: 316.

Aufarbeitung

  1. customto come to room temperature
  2. stirringThe reaction mixture was stirred for 1.5 hours
  3. customwas evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-86e4200b507844be898358c1562c4fec
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423056B2

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