2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine Chemical Properties

Boiling point:

293℃

Density 

1.568

Flash point:

131℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-0.48±0.40(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C7H4Cl2N2S/c1-3-2-12-5-4(3)10-7(9)11-6(5)8/h2H,1H3

InChIKey

WUXYWALKGQDXFI-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(Cl)=C2SC=C(C)C2=N1

Safety Information

HS Code 

2933399990

2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine Usage And Synthesis

Uses

2,4-Dichloro-7-methylthiopheno[3,2-D]pyrimidine is a heterocyclic derivative that can be used as an intermediate in organic synthesis.

Synthesis

GENERAL STEPS: 7-methylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (89.4 g) was added to a solution of acetonitrile (450 mL) containing phosphorochloridic acid (312 g, 2.04 mol), and N,N-dimethylaniline (44.6 g, 0.368 mol) over 10 minutes. The reaction mixture was heated to 85°C and stirred at this temperature for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature and then slowly poured into a mixture of ice (900 g) and water (300 mL) while controlling the temperature below 10°C. Stirring was continued at this temperature for 30 minutes. The resulting solid product was collected by filtration, washed with water (450 mL) and subsequently dried under reduced pressure at 50 °C for 24 h to afford the target compound 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine (97.0 g, 90% yield). The product was a white solid and its structure was confirmed by 1H NMR (400 MHz, CDCl3) δ 7.75 (s, 1H), 2.50 (s, 3H) and LCMS (ESI pos) m/z [M+H] 220.

References

[1] Patent: US2014/100366, 2014, A1. Location in patent: Page/Page column
[2] Patent: WO2008/58285, 2008, A2. Location in patent: Page/Page column 51
[3] Patent: US2001/6969, 2001, A1
[4] Patent: US6339089, 2002, B2. Location in patent: Referential example 17
[5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 71 - 76

2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine(35265-83-9)Related Product Information

• 4-CHLORO-7-METHYLTHIENO[3,2-D]PYRIMIDINE
• 2,4-Dichlorothieno[3,2-d]pyrimidine
• 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine