4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-
- CAS No.
- 706811-25-8
- Chemical Name:
- 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-
- Synonyms
- Macitentan Impurity 25;Macitentan Impurity 25 CRS;5-(4-broMophenyl)pyriMidine-4,6-diol;5-(4-Bromophenyl)-4,6-pyrimidinediol;5-(4-Bromophenyl)-4,6-dihydroxpyrimidine;5-(4-broMophenyl)pyriMidine-4,6(1H,5H)-dione;5-(4-bromophenyl)-6-hydroxypyrimidin-4(3H)-one;5-(4-bromophenyl)-4-hydroxy-1H-pyrimidin-6-one;5-(4-Bromophenyl)-6-hydroxypyrimidin-4(1H)-one;5-(4-broMophenyl)-6-hydroxy- 4(1H)-PyriMidinone
- CBNumber:
- CB72623954
- Molecular Formula:
- C10H7BrN2O2
- Molecular Weight:
- 267.08
- MDL Number:
- MFCD28044068
- MOL File:
- 706811-25-8.mol
- MSDS File:
- SDS
Density | 1.74±0.1 g/cm3(Predicted) |
---|---|
storage temp. | 2-8°C |
pka | 4.69±0.10(Predicted) |
Appearance | White to yellow Solid |
InChI | InChI=1S/C10H7BrN2O2/c11-7-3-1-6(2-4-7)8-9(14)12-5-13-10(8)15/h1-5H,(H2,12,13,14,15) |
InChIKey | PIUMVXYVNAISNG-UHFFFAOYSA-N |
SMILES | C1NC(O)=C(C2=CC=C(Br)C=C2)C(=O)N=1 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302 |
Precautionary statements | P280-P305+P351+P338 |
HS Code | 2933599590 |
4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- price More Price(23)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
AK Scientific | 0056AP | 4(1H)-Pyrimidinone,5-(4-bromophenyl)-6-hydroxy | 706811-25-8 | 1g | $80 | 2021-12-16 | Buy |
Apolloscientific | OR55029 | 5-(4-Bromophenyl)pyrimidine-4,6-diol | 706811-25-8 | 1g | $182 | 2021-12-16 | Buy |
SynQuest Laboratories | 4H56-9-9D | 5-(4-Bromophenyl)pyrimidine-4,6-diol | 706811-25-8 | 1g | $200 | 2021-12-16 | Buy |
Apolloscientific | OR55029 | 5-(4-Bromophenyl)pyrimidine-4,6-diol | 706811-25-8 | 5g | $508 | 2021-12-16 | Buy |
SynQuest Laboratories | 4H56-9-9D | 5-(4-Bromophenyl)pyrimidine-4,6-diol | 706811-25-8 | 5G | $560 | 2021-12-16 | Buy |
4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- Chemical Properties,Uses,Production
Uses
5-(4-Bromophenyl)pyrimidine-4,6-diol is used in preparation of pharmaceutical intermediate of Macitentan.
Synthesis

77287-34-4

149506-35-4

706811-25-8
To a stirred solution of 100 g of dimethyl 2-(4-bromophenyl)malonate (0.348 mol) dissolved in 400 cm3 methanol at 20-25 °C, 30 g of formamide (0.66 mol) and 30 g of sodium methanolate (0.555 mol) were added sequentially. The reaction mixture was heated to 70 °C and maintained at this temperature until the reaction was complete (monitored by HPLC). After completion of the reaction, methanol was removed by distillation under reduced pressure at 70°C to give a syrupy substance. The syrup was cooled to 25-30 °C and diluted with 2 dm3 water. The pH of the solution was adjusted to 2-2.5 with concentrated hydrochloric acid and this pH was maintained for 45 min. The precipitated solid was collected by filtration and washed with water until the filtrate reached pH 7-7.5. The product was blotted dry and dried under reduced pressure at 100°C to give the crude product 5-(4-bromophenyl)-6-hydroxypyrimidin-4(1H)-one. The crude product was dissolved in 500 cm3 methanol and heated to 60-65°C and kept for 1 hour. The reaction mixture was then cooled to 25-30°C and left to stand for 30 minutes. The resulting solid was filtered, washed with methanol and dried under reduced pressure at 50-55°C to give the pure product 5-(4-bromophenyl)-6-hydroxypyrimidin-4(1H)-one. Yield: 70 g (75.25%); HPLC purity: 99.5%; melting point: 176-180 °C. The spectral data of the obtained compounds were in agreement with literature reports [8].
References
[1] Monatshefte fur Chemie, 2018, vol. 149, # 3, p. 653 - 661
4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Suzhou Biosyntech Co., Ltd | +86-13921151340 | sales2@biosyntech-suzhou.com | China | 104 | 58 |
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | +86-13017695106 +86-13676922317 | jiuyitime@fdachem.com | China | 9029 | 58 |
Beijing Cooperate Pharmaceutical Co.,Ltd | 010-60279497 | sales01@cooperate-pharm.com | CHINA | 1803 | 55 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29852 | 58 |
Zhejiang ZETian Fine Chemicals Co. LTD | +8618957127338 | stella@zetchem.com | China | 2161 | 58 |
Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
Fuxin Pharmaceutical | +86-021-021-50872116 +8613122107989 | contact@fuxinpharm.com | China | 10035 | 58 |
Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12151 | 58 |
View Lastest Price from 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-07-24 | 5-(4-Bromophenyl)-6-hydroxy-4(1H)-pyrimidinone
706811-25-8
|
US $2.00-5.00 / kg | 1kg | 99% | 100kg | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |
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2023-07-19 | 5-(4-Bromophenyl)pyrimidine-4,6-diol
706811-25-8
|
US $30.00 / KG | 1KG | 99% | 20 Tons | Wuhan wingroup Pharmaceutical Co., Ltd | |
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2019-07-07 | 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-
706811-25-8
|
US $0.00 / KG | 1KG | 90%-99.9% | 500kg | Career Henan Chemical Co |
-
- 5-(4-Bromophenyl)-6-hydroxy-4(1H)-pyrimidinone
706811-25-8
- US $2.00-5.00 / kg
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- 5-(4-Bromophenyl)pyrimidine-4,6-diol
706811-25-8
- US $30.00 / KG
- 99%
- Wuhan wingroup Pharmaceutical Co., Ltd
-
- 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-
706811-25-8
- US $0.00 / KG
- 90%-99.9%
- Career Henan Chemical Co
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