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Chloroacetyl chloride → 2-chloro-N-(3-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinolin-4-yl)acetamid

HRID 1735142
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1735142
[NH2:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=[C:4]2[S:12][CH:13]=[C:14]([CH3:15])[C:3]=12.[Cl:16][CH2:17][C:18](Cl)=[O:19]>>[Cl:16][CH2:17][C:18]([NH:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=[C:4]2[S:12][CH:13]=[C:14]([CH3:15])[C:3]=12)=[O:19]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 6577Chloroacetyl chlorideHCID 152251184-Amino-3-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinoline

Produkt 1

HCID 538500202-chloro-N-(3-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinolin-4-yl)acetamid

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To 12.7 g of 4-amino-3-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinoline, was added 40 ml of chloroacetyl chloride, and the mixture was refluxed for 40 minutes. The oil bath was removed and the reaction mixture was added with 50 ml of 1,2-dichloroethane and cooled to 25° C. The precipitated crystals were collected by filtration and washed with 1,2-dichloroethane. The crystals were suspended in a mixed solvent of 250 ml of chloroform, 55 ml of water and 60 ml of ethanol, and 4.3 ml of concentrated ammonia water was added thereto. The suspension was heated to 40° C. to dissolve substantially all the crystals.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 40 minutes
  2. customThe oil bath was removed
  3. additionthe reaction mixture was added with 50 ml of 1,2-dichloroethane
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with 1,2-dichloroethane
  6. additionwas added
  7. temperatureThe suspension was heated to 40° C.
  8. dissolutionto dissolve substantially all the crystals

Quellen und Nachweise

ORD-Eintrag
ord-f98c14595cbf4cf8a2dfe6118e0c8ab6
Quelldatensatz
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05536728

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