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Triethylamine → HCID 20552969, Verbindung

HRID 1446825
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1446825
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].C(OCl)(C)(C)C.[CH3:23][S:24][CH2:25][C:26]([NH:28][CH3:29])=[O:27].C(N(CC)CC)C>C(Cl)Cl>[NH2:1][C:2]1[C:3]([C:4](=[O:5])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)=[CH:12][C:13]([Cl:16])=[CH:14][C:15]=1[CH:25]([S:24][CH3:23])[C:26]([NH:28][CH3:29])=[O:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 128702-Amino-5-chlorobenzophenoneHCID 521297Tert-Butyl hypochloriteHCID 13553138HCID 13553138, Verbindung

Produkt 1

HCID 20552969HCID 20552969, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
2×

Versuchsvorschrift

To a solution of 38.3 g (0.166 mole) of 2-amino-5-chlorobenzophenone in 1 liter of methylene chloride cooled to -70° C. under an atmosphere of nitrogen was added 18.05 g (0.167 mole) of t-butylhypochlorite. The solution was stirred for 15 min and then a solution of 20.3 g (0.171 mole) of 2-methylthio-N-methylacetamide in 100 ml of methylene chloride was added. The solution was stirred at -70° C. for 2 hrs and 25 ml of triethylamine was added. While stirring, the solution was allowed to warm to room temperature followed by extraction with water and drying of the organic layer with magnesium sulfate. The volume of the solution was reduced to about 400 ml, ether was added and the solution placed in a refrigerator at about 0° C. overnight. The solid which crystallized was dried under high vacuum for about 4 hr at 50° C. Weight of the product was 31.56 g (54.6%) which melted at 170°-171° C.

Aufarbeitung

  1. stirringThe solution was stirred at -70° C. for 2 hrs
  2. stirringWhile stirring
  3. extractionfollowed by extraction with water
  4. dry with materialdrying of the organic layer with magnesium sulfate
  5. additionwas added
  6. waitthe solution placed in a refrigerator at about 0° C. overnight
  7. customThe solid which crystallized
  8. customwas dried under high vacuum for about 4 hr at 50° C

Quellen und Nachweise

ORD-Eintrag
ord-f997dfa5412f40938ecb480c82e68ee2
Quelldatensatz
uspto-grants-1982_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04313949

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