2,4-Dihydroxythieno[2,3-d]pyrimidine
- Product Name
- 2,4-Dihydroxythieno[2,3-d]pyrimidine
- CAS No.
- 18740-38-0
- Chemical Name
- 2,4-Dihydroxythieno[2,3-d]pyrimidine
- Synonyms
- thieno[2,3-d]pyrimidine-2,4-diol;2,4-Dihydroxythieno[2,3-d]pyrimidine;1H-Thieno[2,3-d]pyrimidine-2,4-dione;Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione;2,4-Dihydroxythieno[2,3-d]pyrimidine ISO 9001：2015 REACH
- CBNumber
- CB62471187
- Molecular Formula
- C6H4N2O2S
- Formula Weight
- 168.17
- MOL File
- 18740-38-0.mol
2,4-Dihydroxythieno[2,3-d]pyrimidine Property
- Melting point:
- 322 °C
- Density
- 1.517±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 10.40±0.20(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C6H4N2O2S/c9-4-3-1-2-11-5(3)8-6(10)7-4/h1-2H,(H2,7,8,9,10)
- InChIKey
- JGOOQALRLGHKIY-UHFFFAOYSA-N
- SMILES
- C1(=O)NC(=O)C2C=CSC=2N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- T344315
- Product name
- 1H-Thieno[2,3-d]pyrimidine-2,4-dione
- Packaging
- 1g
- Price
- $155
- Updated
- 2021/12/16
- Product number
- W4043
- Product name
- Thieno[2,3-d]pyrimidine-2,4-diol
- Packaging
- 1g
- Price
- $118
- Updated
- 2021/12/16
- Product number
- 114256
- Product name
- Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
- Purity
- 97%
- Packaging
- 1g
- Price
- $157
- Updated
- 2021/12/16
- Product number
- W4043
- Product name
- Thieno[2,3-d]pyrimidine-2,4-diol
- Packaging
- 5g
- Price
- $217
- Updated
- 2021/12/16
- Product number
- W4043
- Product name
- Thieno[2,3-d]pyrimidine-2,4-diol
- Packaging
- 10g
- Price
- $308
- Updated
- 2021/12/16
2,4-Dihydroxythieno[2,3-d]pyrimidine Chemical Properties,Usage,Production
Uses
1H-Thieno[3,4-d]pyrimidine-2,4-dione is an analog of thieno[3,4-d]pyrimidine and can serve as an inhibitor of dipeptidyl peptidase IV.
Synthesis
1189-71-5
4651-81-4
18740-38-0
Methyl 2-aminothiophene-3-carboxylate (95 g) and dichloromethane (2.85 L) were added to a 5 L reaction flask fitted with a mechanical stirrer, an internal temperature probe, and a nitrogen bubbler, and the mixture was cooled to -60 °C. Chlorosulfonyl isocyanate (89.81 g) was slowly added while maintaining the internal temperature at -60°C to -55°C. After addition, the reaction mixture was allowed to gradually warm up to room temperature. The reaction was monitored by LC/MS until the feedstock was completely consumed. The reaction mixture was concentrated to dryness under vacuum and the solid residue was transferred to a 5L reaction flask with water (1.8L). The mixture was heated at 75 °C for 1 h and then cooled to 30 °C. Subsequently, 10M NaOH aqueous solution (200mL) was added and the mixture was heated at 85°C for 20 minutes and then cooled to room temperature. The mixture was acidified to pH=1 with concentrated hydrochloric acid and stirred at room temperature for 18 hours, during which time a precipitate formed. The solid was collected by vacuum filtration and the filter cake was washed with water (3 x 300 mL). The solid was dried in a vacuum oven at 55 °C for 24 h to afford thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione as an off-white solid (80.05 g, 78.8% yield).1H NMR (400 MHz, DMSO-d6) δ 7.083 (d, J=5.6 Hz, 1H), δ 7.124 (d, J=5.6 Hz , 1H); LCMS (ESI pos) m/e 169 (M+1).
References
[1] Patent: WO2008/73785, 2008, A2. Location in patent: Page/Page column 169
[2] MedChemComm, 2014, vol. 5, # 12, p. 1821 - 1828
2,4-Dihydroxythieno[2,3-d]pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,4-Dihydroxythieno[2,3-d]pyrimidine manufacturers
- Product
- 2,4-Dihydroxythieno[2,3-d]pyrimidine 18740-38-0
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-10
- Product
- 2,4-Dihydroxythieno[2,3-d]pyrimidine 18740-38-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-08-07