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Water → HCID 20254373, Verbindung

HRID 325376
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 325376
[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:7]=1.Cl[C:15]([O:17][C:18]([CH2:21][CH3:22])([CH3:20])[CH3:19])=[O:16].O>N1C=CC=CC=1.C(Cl)Cl>[CH3:1][N:2]([C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:7]=1)[C:15]([O:17][C:18]([CH2:21][CH3:22])([CH3:20])[CH3:19])=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 962WaterHCID 15051328Carbonochloridic acid, 1,1-dimethylpropyl esterHCID 20254369Ethyl 2-[2-(methylamino)-1,3-thiazol-4-yl]acetate

Produkt 1

HCID 20254373HCID 20254373, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittel
HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

To a solution of ethyl 2-(2-methylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(2-methylimino-2,3-dihydro-1,3-thiazol-4-yl)acetate, (8 g.) in a mixture of pyridine (80 ml.) and methylene chloride (40 ml.) was dropwise added tert-pentyl chloroformate over 2 hours at -25° to -20° C. with stirring, and the mixture was stirred for 30 minutes at the same temperature. After the reaction, the reaction mixture was poured into water (200 ml.), the mixture was extracted with ethyl acetate (300 ml.), and then the organic layer was separated. The organic layer was washed with 2 N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water in turn. The organic layer was dried over magnesium sulfate and then concentrated to give oil of ethyl 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]acetate (14.5 g.).

Aufarbeitung

  1. customover 2 hours
  2. customat -25° to -20° C.
  3. stirringthe mixture was stirred for 30 minutes at the same temperature
  4. customAfter the reaction
  5. extractionthe mixture was extracted with ethyl acetate (300 ml.)
  6. customthe organic layer was separated
  7. washThe organic layer was washed with 2 N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water in turn
  8. dry with materialThe organic layer was dried over magnesium sulfate
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-df5ec147f49142dca3acef29d4d8bf3a
Quelldatensatz
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04440766

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