Chloroacetonitrile → 3-Amino-6-methylthieno[2,3-b]pyridine-2-carbonitrile

HRID 1732917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732917
[SH:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([CH3:10])[N:3]=1.C[O-].[Na+].Cl[CH2:15][C:16]#[N:17]>CO>[NH2:9][C:8]1[C:7]2[C:2](=[N:3][C:4]([CH3:10])=[CH:5][CH:6]=2)[S:1][C:15]=1[C:16]#[N:17]

Komponenten

5

Edukt 3

HCID 7856ChloroacetonitrileHCID 10942334Sodium MethoxideHCID 178425618HCID 178425618, Verbindung

Produkt 1

HCID 7023133-Amino-6-methylthieno[2,3-b]pyridine-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a solution of 7.5 g. (0.05 mole) of 2-mercapto-3-cyano-6-methylpyridine in 200 ml. of MeOH was added 5.4 g. (0.1 M) sodium methoxide. Stirring was continued until all dissolved. 8.0 g. (0.1 M) of chloroacetonitrile in 20 ml. methanol was then added and the mixture was refluxed for 6 hours. After removal of the solvent, the residue was diluted with water and filtered. The crude product was crystallized from methanol, m.p. 241°-242° C. (Offin No. 2,241,717 in 3/4/74 reported m.p. 241°-243°).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 6 hours
  2. customAfter removal of the solvent
  3. additionthe residue was diluted with water
  4. filtrationfiltered
  5. customThe crude product was crystallized from methanol, m.p. 241°-242° C. (Offin No. 2,241,717 in 3/4/74 reported m.p. 241°-243°)

Quellen und Nachweise

ORD-Eintrag
ord-dd319e3988c044358deb8d138d602980
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04239887

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