Formic Acid → 5,6,7,8-Tetrahydro(1)benzothieno(2,3-D)pyrimidin-4(3H)-one

HRID 1095473

Reaktionsgleichung

Reaktionsgleichung von HRID 1095473
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]#[N:12].[CH:13](O)=O.Cl.[OH2:17]>>[N:1]1[C:2]2[S:6][C:5]3[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=3[C:3]=2[C:11](=[O:17])[NH:12][CH:13]=1

Komponenten

5

Edukt 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 962WaterHCID 783822-Amino-4,5,6,7-tetrahydrobenzo(b)thiophene-3-carbonitrile

Produkt 1

HCID 986145,6,7,8-Tetrahydro(1)benzothieno(2,3-D)pyrimidin-4(3H)-oneAusbeute 77 %

Versuchsvorschrift

To a mixture of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl cyanide (0.9 g) and formic acid (10 mL) was added 0.1 mL HCl. After refluxed for 16 h, the reaction mixture was cooled and water (20 mL) was added. The precipitated was filtered and washed thoroughly with water and hexanes to give 3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-one (0.8 g, 77%). 1H NMR (300 MHz, CDCl3): δ 7.91 (s, 1H), 3.03-3.00 (m, 2H), 2.80-2.77 (m, 2H), 1.89-1.83 (m, 4H).

Aufarbeitung

  1. temperatureAfter refluxed for 16 h
  2. temperaturethe reaction mixture was cooled
  3. filtrationThe precipitated was filtered
  4. washwashed thoroughly with water and hexanes

Quellen und Nachweise

ORD-Eintrag
ord-51f1f703728b47d49289891ecd01cd75
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138194B2

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