Uses
ChemicalBook > CAS DataBase List > 5-(4-Bromophenyl)-4,6-dichloropyrimidine

5-(4-Bromophenyl)-4,6-dichloropyrimidine

Uses
Product Name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
CAS No.
146533-41-7
Chemical Name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Synonyms
macitentan INT;5-(4-broMophenyl)-4;MacitentanImpurity44;Macitentan Impurity 26;Macitentan Intermediate 1;Macitentan Impurity 26 CRS;potassiuM (N-propylsulfaMoyl)aMide;(4-broMophenyl)-4,6-dichloroPyriMidine;5-(4-Bromophenyl)-4,6-dichloro-Pyrimidin;5-(4-broMophenyl)-4,6-dichloropyriMidine
CBNumber
CB42624288
Molecular Formula
C10H5BrCl2N2
Formula Weight
303.97
MOL File
146533-41-7.mol
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5-(4-Bromophenyl)-4,6-dichloropyrimidine Property

Melting point:
98.0 to 102.0 °C
Boiling point:
368.7±42.0 °C(Predicted)
Density 
1.677±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly)
form 
Solid
pka
-4.92±0.26(Predicted)
color 
Off-White
Sensitive 
Light Sensitive
InChI
InChI=1S/C10H5BrCl2N2/c11-7-3-1-6(2-4-7)8-9(12)14-5-15-10(8)13/h1-5H
InChIKey
WEEFLZORZXLIJE-UHFFFAOYSA-N
SMILES
C1=NC(Cl)=C(C2=CC=C(Br)C=C2)C(Cl)=N1
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Safety

HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4950
Product name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Purity
>98.0%(GC)
Packaging
1g
Price
$124
Updated
2024/03/01
TRC
Product number
B687865
Product name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Packaging
2.5g
Price
$130
Updated
2021/12/16
TRC
Product number
B687865
Product name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Packaging
500mg
Price
$50
Updated
2021/12/16
TRC
Product number
B687865
Product name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Packaging
25g
Price
$645
Updated
2021/12/16
SynQuest Laboratories
Product number
3H32-D-72
Product name
5-(4-Bromophenyl)-4,6-dichloropyrimidine
Purity
97%
Packaging
5G
Price
$240
Updated
2021/12/16
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5-(4-Bromophenyl)-4,6-dichloropyrimidine Chemical Properties,Usage,Production

Uses

5-(4-Bromophenyl)-4,6-dichloropyrimidine is a reactant used in the synthesis of Macitentan, an orally active dual endothelin receptor antagonist.

Description

5 - (4-Bromophenyl)-4, 6- dichloropyrimidine is a key intermediate and has a wide range of applications in the pharmaceutical and chemical fields.

Uses

5-(4-Bromophenyl)-4,6-dichloropyrimidine is a reactant used in the synthesis of Macitentan, an orally active dual endothelin receptor antagonist.

Synthesis


Dimethyl 2-(4-bromophenyl) malonate (6) A solution of methyl 2-(4-bromophenyl)acetate (5) (206.8 g, 0.9 mol) in THF (400mL), then it was added drop-wise to a suspension of sodium hydride (65.0 g,2.71 mol) in THF solution(1000mL) at room temperature, control the drip rate and the temperature was kept 25 ~ 27 , when dropping ?? was completed, keep the temperature for 1h, then dimethyl carbonate (DMC) (325.1 g, 3.6 mol) was added, keep the reaction for 14 h. After cooling to -10 , the s ?? olution is adjusted to pH 6~7 using hydrochloric acid (36%) then removed THF under reduced pressure, ethyl acetate (1600mL) was added to the solution, the organic phase was washed with hydrochloric acid solution (1 mol/L, 36%) saturated brine and was dried by magnesium sulfate, then it was distilled under reduced pressure to afford yellow oil. The yellow oil was solidified by cyclohexane, after mixture was filtered and driedto obtain yellow solid, then re-crystallized with ethanol- acetone (5:2) to obtain 6 as white solid (192.9 g).yield: 72.3%. M.p.77-79 , ?? MS; 308.8 [M + Na] + , 596.7[2M+Na]+ .
5-(4-Bromophenyl) pyrimidine-4, 6-diol (7) Sodium (46.9g, 2.0mol) was slowly added into methanol (600mL) at 0 . Dimethyl ?? ¨C 2 - ( 4 ¨Cbromophenyl ) malonate(192.9g,0.67mol) was dissolved in methanol (380mL) added into the solution of sodium methoxide, after dropping, keep the reaction for 1h at roo was added, heated to 40 for 3.5 h. After cooling to room temperature, methanol was ?? distilled off under reduced pressure, the solution of citric acid was added into the residue and stirred for 1 hours. The precipitated solid was suction filtered, and the solid w m temperature, then formamidineas washed with water, then dried to give a yellow solid. The crude product was added into cyclohexane (900mL) was stirred for 3h at room temperature, then the precipitated solid was suction filtered, the solid was washed with cyclohexane and dried to obtain7 as light yellow solid (149.1 g ,84.4%). M.p.178-180 ??; MS; 269.0[M+H] + , 288.9[M + Na] + .
5-(4-Bromophenyl)-4, 6-dichloropyrimidine (1) 5-(4-Bromophenyl) pyrimidine-4, 6-diol (53.4g, 0.2mol) was slowly added into POCl3 (427mL), refluxed for 8h. POCl3 was distilled off under reduced pressure, then the black viscous residue was poured into ice water (1000mL), The solution was adjusted to pH9~10 using potassium carbonate. The product was filtered off, washed with water and dried under reduced pressure to afford 5-(4-bromophenyl)-4, 6-dichloropyrimidine (1) as white solid (52.6 g, 86.5%). M. P. 101 -102 , ?? MS: 302 [M+H] + ; 1 H -NMR (300 MHz, DMSO-d 6 ) |? 8.96(s, 1H,Ar-H), 7.72(d, J = 8.5 Hz, 2H, Ar-H), 7.39(d, J = 8.5Hz, 2H, Ar-H).

5-(4-Bromophenyl)-4,6-dichloropyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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5-(4-Bromophenyl)-4,6-dichloropyrimidine Suppliers

Chengdu Climb Pharmaceutical Technology Co., Ltd.
Tel
028-87608726 13540107218
Fax
028-87608725
Email
sales@cdclimb.com
Country
China
ProdList
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Hangzhou XunDa Bio-Technology Co., Ltd.
Tel
0571-86932585
Fax
0571-86932585
Email
xuandasales@163.com
Country
China
ProdList
41
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58
EASON Chemical Co., LIMITED
Tel
0576-0576-89232655 13566878689
Fax
0576-88860891
Email
info@seasonsbio.com
Country
China
ProdList
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58
Shanghai Famo Bio-chemical Technology Company Ltd.
Tel
021-021-36680027 15800370750
Email
1706640024@qq.com
Country
China
ProdList
547
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56
Qingdao Kingway Pharmtech Co.,Ltd.
Tel
0532-87118899 13918827946
Email
m.xiaoyan@kingwaypharm.com
Country
China
ProdList
69
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58
Anhui Qiushi Medical Technology Co., Ltd
Tel
15005516438
Fax
15005516438
Email
sales1@qiushipharm.com
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China
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100
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58
TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD.
Tel
022-60182192,1339732154 18722583064
Fax
86-22-60979672
Email
marketing@pharmacn.com
Country
China
ProdList
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Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9513
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
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View Lastest Price from 5-(4-Bromophenyl)-4,6-dichloropyrimidine manufacturers

Henan Fengda Chemical Co., Ltd
Product
5-(4-Bromophenyl)-4,6-dichloropyrimidine 146533-41-7
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-09
Xingtai Haoxun Import and Export Trade Co., Ltd.
Product
5-(4-Bromophenyl)-4,6-dichloropyrimidine 146533-41-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10tons
Release date
2020-07-17
Hebei Zhanyao Biotechnology Co. Ltd
Product
4,6-Dichloro-5-(4-bromophenyl)pyrimidine 146533-41-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-08-18

146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidineRelated Search:


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