Identification | Back Directory | [Name]
2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine | [CAS]
74901-69-2 | [Synonyms]
7-dihydrothieno[3 tert-butyl 3-BroMo-6 2,4-Dichloro-6,7-dihydro-thieno[3,2- 2,4-dichloro-6H,7H-thieno[3,2-d]pyrimidine 2,4-Dichloro-6,7-dihyrothieno[3,2-d]pyrimidine 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidi... Thieno[3,2-d]pyrimidine, 2,4-dichloro-6,7-dihydro- 2,4-Dichloro-6,7-dihydrothieno[3,2-D]pyrimidine 5,5-dioxide 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine ISO 9001:2015 REACH FAVORITES COMPARE 2,4-DICHLORO-6,7-DIHYDROTHIENO[3,2-D]PYRIMIDINE 74901-69-2 | [Molecular Formula]
C6H4Cl2N2S | [MDL Number]
MFCD11109461 | [MOL File]
74901-69-2.mol | [Molecular Weight]
207.08 |
Chemical Properties | Back Directory | [Boiling point ]
329.4±42.0 °C(Predicted) | [density ]
1.613±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
-2.53±0.20(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C6H4Cl2N2S/c7-5-4-3(1-2-11-4)9-6(8)10-5/h1-2H2 | [InChIKey]
CUVQFHMQHBMFCI-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=C2SCCC2=N1 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (VII) from 6,7-dihydrothieno[3,2-d]pyrimidine-2,4-diol (VI): 2.4 g (14.1 mmol) of 6,7-dihydrothieno[3,2-d]pyrimidine-2,4-diol (VI) was suspended in 14 mL of phosphorus oxychloride and added with 4.5 mL (28.2 mmol) of diethylaniline and the mixture was stirred at 80 °C for 22 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction mixture was slowly poured into ice water, the precipitate formed was collected by filtration and washed with cold water. The resulting precipitate was dissolved in dichloromethane and the water was removed by a phase separator. The organic phase was concentrated to dryness under reduced pressure to give 2.5 g of the target product VII in 85% yield. | [References]
[1] Organic Process Research and Development, 2016, vol. 20, # 5, p. 982 - 988 [2] Patent: WO2006/111549, 2006, A1. Location in patent: Page/Page column 61; 59; 65; 68; 69; 72; 74; 76; 84 [3] Patent: US2007/259846, 2007, A1. Location in patent: Page/Page column 30; 31 [4] Patent: WO2013/26797, 2013, A1. Location in patent: Page/Page column 24-25 [5] Patent: US2013/150341, 2013, A1. Location in patent: Paragraph 0364; 0365; 0366; 0367 |
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