Methylamine → Benzothiazol-2-ylmethyl-methyl-amine

HRID 1601058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1601058
Br[CH2:2][C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH3:12][NH2:13]>C1COCC1>[CH3:12][NH:13][CH2:2][C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 27762582-(Bromomethyl)-1,3-benzothiazole

Produkt 1

HCID 4962626Benzothiazol-2-ylmethyl-methyl-amineAusbeute 115,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-bromomethylbenzothiazole (0.4 g. 1.75 mmol) in THF (4 mL) was added 40% aqueous methylamine (0.30 g, 8.77 mmol). Stirring was continued overnight, then the mixture was concentrated. The residue was taken up in H2O, neutralized with 2.5 N NaOH, and extracted with CH2Cl2. The organic extracts were dried (MgSO4) and concentrated to give the title compound (0.36 g, 80%) as a brown oil: 1H NMR (250 MHz, DMSO-d6): δ 2.70 (s, 3H), 4.71 (s, 2H), 7.55 (m, 2H), 8.0 (d, J=7.9 Hz, 1H), 8.17 (d, J=7.9 Hz, 1H).

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic extracts were dried (MgSO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a1c291cc371e4df988c240cc99d73534
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977101

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