ChemicalBook > CAS DataBase List > 2,4-Dihydroxythieno[2,3-d]pyrimidine

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
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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
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Safety

Hazard Codes 
Xn
Risk Statements 
22
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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..…

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N-Bromosuccinimide Price

TRC
Product number
T344315
Product name
1H-Thieno[2,3-d]pyrimidine-2,4-dione
Packaging
1g
Price
$155
Updated
2021/12/16
Matrix Scientific
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
AK Scientific
Product number
W4043
Product name
Thieno[2,3-d]pyrimidine-2,4-diol
Packaging
5g
Price
$217
Updated
2021/12/16
AK Scientific
Product number
W4043
Product name
Thieno[2,3-d]pyrimidine-2,4-diol
Packaging
10g
Price
$308
Updated
2021/12/16
AK Scientific
Product number
W4043
Product name
Thieno[2,3-d]pyrimidine-2,4-diol
Packaging
25g
Price
$667
Updated
2021/12/16
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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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2,4-Dihydroxythieno[2,3-d]pyrimidine Suppliers

Atlantic Research Chemicals Ltd.
Tel
--
Fax
--
Email
info@atlantic-chemicals.com
Country
United Kingdom
ProdList
5618
Advantage
63
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View Lastest Price from 2,4-Dihydroxythieno[2,3-d]pyrimidine manufacturers

Dideu Industries Group Limited
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
Career Henan Chemical Co
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