| Identification | Back Directory | [Name]
2,4-Dichlorothieno[2,3-d]pyrimidine | [CAS]
18740-39-1 | [Synonyms]
2,4-Dichlorothieno[2,3-d]...
2,4-Dichlorothieno[2,3-d]pyrimidine
Thieno[2,3-d]pyrimidine, 2,4-dichloro-
2,4-Dichlorothieno[2,3-d]pyrimidine ISO 9001：2015 REACH | [Molecular Formula]
C6H2Cl2N2S | [MDL Number]
MFCD09743991 | [MOL File]
18740-39-1.mol | [Molecular Weight]
205.064 |
| Chemical Properties | Back Directory | [Boiling point ]
274.8±22.0 °C(Predicted) | [density ]
1.662±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
crystalline powder | [pka]
-0.84±0.40(Predicted) | [color ]
Pale yellow | [InChI]
InChI=1S/C6H2Cl2N2S/c7-4-3-1-2-11-5(3)10-6(8)9-4/h1-2H | [InChIKey]
HRXNGIQKOWQHCX-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(Cl)=C2C=CSC2=N1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301-H319 | [Precautionary statements ]
P301+P310-P305+P351+P338 | [Risk Statements ]
36 | [Safety Statements ]
26 | [RIDADR ]
2811 | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
2934999090 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Irrit. 2 |
| Questions And Answer | Back Directory | [Application]
2,4-Dichlorothiophene[2,3-D]pyrimidine is an organic intermediate commonly used in the preparation of pharmaceutical products. |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2,4-dichlorothieno[2,3-d]pyrimidines from 2,4-dihydroxythieno[2,3-d]pyrimidines: thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (12) (2.5 g, 0.012 mol) and a drop of N,N-dimethylformamide (DMF) were added to 20 mL phosphorus oxychloride (POCl3) . The reaction mixture was heated to 115°C and kept for 8 hours. After the reaction was completed, it was cooled to room temperature and the reaction mixture was slowly poured into 500 g of ice-water mixture. The solid product was collected by filtration and dissolved in dichloromethane (CH2Cl2). The insoluble material was removed by filtration and the filtrate was distilled under reduced pressure to give 1.7 g of 2,4-dichlorothieno[2,3-d]pyrimidine (13) in 56.0% yield. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6) δ 8.16 (d, J = 3.4 Hz, 1H, Ar-H), 7.62 (d, J = 3.4 Hz, 1H, Ar-H) and ESI-MS (m/z): 205.1 [M+H]+. | [References]
[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 22, p. 7815 - 7833
[2] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 8, p. 2242 - 2246
[3] European Journal of Medicinal Chemistry, 2015, vol. 93, p. 64 - 73
[4] Patent: CN106831812, 2017, A. Location in patent: Paragraph 0091; 0092; 0093
[5] Patent: JP6120311, 2017, B2. Location in patent: Paragraph 0144-0145 |
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