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Bromine → Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylate

HRID 1263407
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1263407
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:12][C:13]([NH2:15])=[S:14].BrBr>ClC1C=CC=CC=1>[NH2:15][C:13]1[S:14][C:4]2[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:2]([CH3:1])[C:3]=2[N:12]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24408BromineHCID 18616039N-(2-Methyl-3-methoxycarbonylphenyl)thiourea

Produkt 1

HCID 22390084Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

56 g of N-(2-methyl-3-methoxycarbonylphenyl)thiourea (0.25 mol) were dissolved in 2 l of chlorobenzene, and the mixture was cooled to 0° C. 40 g of bromine (0.25 mol) in 100 ml of chlorobenzene were then added dropwise. The reaction mixture was heated at 90° C. for 3 h, and the precipitate was filtered off with suction and washed with methylene chloride. The precipitate was then dissolved in ethyl acetate and extracted with sodium bicarbonate solution. After washing and drying, the product was obtained by stripping off the solvent. Yield: 43 g (80%).

Aufarbeitung

  1. temperatureThe reaction mixture was heated at 90° C. for 3 h
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with methylene chloride
  4. dissolutionThe precipitate was then dissolved in ethyl acetate
  5. extractionextracted with sodium bicarbonate solution
  6. washAfter washing
  7. customdrying
  8. customthe product was obtained

Quellen und Nachweise

ORD-Eintrag
ord-1457830cd9ea443bbca17272e72d3e21
Quelldatensatz
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06541423B1

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