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

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: 500mg
Price: $50
Updated: 2021/12/16

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: 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: 1g
Price: $70
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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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:

Macitidine related impurities PropylsulfaMide CarbaMic acid, N-[(propylaMino)sulfonyl]-, phenylMethyl ester 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy- N-Propylsulfuric diamide-sodium SulfaMide, N-propyl-,(potassiuM salt)(1:1) Macitentan impurity A 5-Bromo-2-chloropyrimidine 2-(4-BROMOPHENYL)-PROPANEDIOIC ACID, 1,3-MDIETHYL ESTER Macitentan impurity B macitentan Macitentan IMpurity Macitentan Impurity 11 Masitatin impurity 1 NA Macitidine impurity 2 Masitatin impurity 3 Macitidine impurity 5

PyriMidine, 5-(4-broMophenyl)-4,6-dichloro-

5-(4-broMophenyl)-4,6-dichloropyriMidine

5-(4-Bromophenyl)-4,6-dichloro-Pyrimidin

5-(4-broMophenyl)-4

Macitentan Intermediate 1

5-(4-Bromophenyl)-4,6-dichloropyrimidine(146533-41-7)

Macitentan Impurity 26

potassiuM (N-propylsulfaMoyl)aMide

5-(4-Bromophenyl)-4,6-dichloro-1,3-diazine

4,6-Dichloro-5-(4-bromophenyl)pyrimidine

(4-broMophenyl)-4,6-dichloroPyriMidine

5-(4-bromophenyl)-4,6-dichloropyrimidineQ: What is 5-(4-bromophenyl)-4,6-dichloropyrimidine Q: What is the CAS Number of 5-(4-bromophenyl)-4,6-dichloropyrimidine Q: What is the storage condition of 5-(4-bromophenyl)-4,6-dichloropyrimidine Q: What are the applications of 5-(4-bromophenyl)-4,6-dichloropyrimidine

macitentan INT

MacitentanImpurity44

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

5-(4-Bromo-phenyl)-4,6-dichloro-pyrimidine (Int. for MACITENTAN)

Macitentan Impurity 26 CRS

146533-41-7

146535-41-7

146633-41-7

146533-41-7