ChemicalBook >> CAS DataBase List >>4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-

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
Last updated:2025-07-24 18:13:51

4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- Properties

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)  GHS hazard pictograms
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
Product number Packaging Price Buy
0056AP 1g $80 Buy
OR55029 1g $182 Buy
4H56-9-9D 1g $200 Buy
OR55029 5g $508 Buy
4H56-9-9D 5G $560 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

formamide

77287-34-4

2-(4-BROMOPHENYL)-PROPANEDIOIC ACID, 1,3-MDIETHYL ESTER

149506-35-4

4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-

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

Global( 127)Suppliers
Supplier Tel Email 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
5-(4-Bromophenyl)-6-hydroxy-4(1H)-pyrimidinone pictures 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
5-(4-Bromophenyl)pyrimidine-4,6-diol pictures 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
4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- pictures 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

4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- Spectrum

4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- 5-(4-broMophenyl)pyriMidine-4,6(1H,5H)-dione 5-(4-broMophenyl)-6-hydroxy- 4(1H)-PyriMidinone 5-(4-broMophenyl)pyriMidine-4,6-diol 5-(4-Bromophenyl)-6-hydroxypyrimidin-4(1H)-one Macitentan Impurity 25 5-(4-Bromophenyl)-4,6-pyrimidinediol 5-(4-bromophenyl)-4-hydroxy-1H-pyrimidin-6-one 5-(4-bromophenyl)-6-hydroxypyrimidin-4(3H)-one Macitentan Impurity 25 CRS 5-(4-Bromophenyl)-4,6-dihydroxpyrimidine (1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- 706811-25-8