Methyl 2-isothiocyanatoacetate → HCID 178516794, Verbindung

HRID 2233527

Reaktionsgleichung

Reaktionsgleichung von HRID 2233527
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:9])[S:8][C:4]=2[CH:3]=1.C[O:13][C:14](=O)[CH2:15][N:16]=[C:17]=[S:18]>N1C=CC=CC=1>[SH:9][C:7]1[S:8][C:4]2[CH:3]=[C:2]([N:1]3[C:14](=[O:13])[CH2:15][NH:16][C:17]3=[S:18])[CH:11]=[CH:10][C:5]=2[N:6]=1

Komponenten

4

Edukt 2

HCID 140795Methyl 2-isothiocyanatoacetateHCID 178418618HCID 178418618, Verbindung

Produkt 1

HCID 178516794HCID 178516794, VerbindungAusbeute 35,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Into a 13×100 mm screw cap Pyrex® vial were added 6-amino-1,3-benzothiazole-2-thiol (108 mg, 0.59 mmol), methyl-2-isothiocyanatoacetate (94.8 mg, 0.72 mmol), and pyridine (2 ml). The vial was purged with Ar, capped, and shaken in an oven at 60° C. for 8 h. The solution was concentrated, and the residue was triturated with Et2O to give a rusty brown powder (59 mg, 35%). 1H NMR (DMSO-d6) δ=4.27 (s, 2H), 7.26 (d, 1H), 7.35 (d, 1H), 7.61 (s, 1H), 10.40 (s, 1H), 13.86 (br s, 1H); ESIMS: m/z 280 (M−H); mp>266° C.

Aufarbeitung

  1. customInto a 13×100 mm screw cap Pyrex®
  2. customThe vial was purged with Ar
  3. customcapped
  4. concentrationThe solution was concentrated
  5. customthe residue was triturated with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-909c66144ca5431d8634e4b4828566f8
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709510B2

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