1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

Product Name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
CAS No.: 74853-08-0
Chemical Name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
Synonyms: 1-(4-AMINOPHENYL)-(4-HYDROXYPHENYL) PIPERAZINE;POS-NO-3;POSACONZOLE INTERMEDIATE;Posazonazole Intermediate 1;4-HYDROXYPHENYLAMINOPHENYLPIPERAZINE;4-[4-(4-aMinophenyl)piperazino]phenol;4-hydroxy-N,1-diphenyl-2-piperazinamine;Posaconazole Diastereoisomer 2 (R,S,R,R);4-(4-(4-AMINOPHENYL)-1-PIPERZINYL)PHENOL;4-[4-(4-Aminophenyl)-1-piperazinyl]phenol
CBNumber: CB3348031
Molecular Formula: C16H19N3O
Formula Weight: 269.34
MOL File: 74853-08-0.mol

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1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine Property

Boiling point:: 532.8±50.0 °C(Predicted)
Density: 1.237±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Slightly), Methanol (Very Slightly, Heated)
form: Solid:crystalline
pka: 12.18±0.30(Predicted)
Appearance: Light brown to brown Solid
InChI: InChI=1S/C16H19N3O/c17-13-1-3-14(4-2-13)18-9-11-19(12-10-18)15-5-7-16(20)8-6-15/h1-8,20H,9-12,17H2
InChIKey: WZIJMPVPOMTRNM-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(N2CCN(C3=CC=C(N)C=C3)CC2)C=C1
CAS DataBase Reference: 74853-08-0(CAS DataBase Reference)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory 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.

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: A626090
Product name: 4-[4-(4-Aminophenyl)-1-piperazinyl]phendiamineol
Packaging: 10g
Price: $110
Updated: 2021/12/16

AK Scientific

Product number: 1635AC
Product name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
Packaging: 5g
Price: $81
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0070322
Product name: 1-(4-AMINOPHENYL)-4-(4-HYDROXYPHENYL)PIPERAZINE
Purity: 95.00%
Packaging: 1G
Price: $1041.76
Updated: 2021/12/16

Alichem

Product number: 74853080
Product name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
Packaging: 25g
Price: $182
Updated: 2021/12/16

Crysdot

Product number: CD11063014
Product name: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine
Purity: 98%
Packaging: 100g
Price: $195
Updated: 2021/12/16

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1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine Chemical Properties,Usage,Production

Uses

4-[4-(4-Aminophenyl)-1-piperazinyl]phendiamineol is an intermediate of Posaconazole (P689600), which is orally active antifungal triazole.

Synthesis

112559-81-6

74853-08-0

Under nitrogen protection, 430 g (1.34 mol) of 4-(4-(4-nitrophenyl)-1-piperazinyl)phenol was suspended in 2.8 liters of methoxyethanol at a controlled temperature of 20°C to 25°C. Subsequently, 52 g of palladium-carbon catalyst (5% palladium loading, 50% water content, Degussa Typ E1049) was added. The suspension is degassed (repeated 3 times) and heated to 70°C to 75°C. A solution of 497 g of sodium hypophosphite monohydrate dissolved in 1.12 liters of water is slowly added dropwise over a period of 2 hours. The temperature is maintained at 75°C to 80°C during the reaction (hydrogen generation is observed starting after approximately 10 ml of solution is added and external heating is required to maintain the temperature if necessary). After dropwise addition, the reaction mixture continues to be stirred at 70°C to 75°C and the progress of the reaction is monitored by thin layer chromatography (TLC, silica gel plate, unfolding agent hexane/ethyl acetate v/v 1:2). When the reaction was complete (about 30-45 min, the color of the reaction solution changed from brownish yellow to grey), the suspension was cooled to 25°C to 30°C and diluted with 2.4 liters of water. Subsequently, about 400 ml of concentrated hydrochloric acid was slowly added at 25°C to 30°C (for about 10 minutes) to adjust the pH to ≤2 and stirring was continued at this temperature for about 15 minutes. The catalyst was removed by filtration and washed with 600 ml of water. The filtrates were combined and heated to 35°C to 40°C, at which temperature about 760 ml of concentrated sodium hydroxide solution was slowly added (note the exothermic reaction) and the pH was adjusted to 7.1 ± 1. The resulting suspension was cooled to 20°C to 25°C and stirred at this temperature for 30 minutes. The product was collected by filtration under nitrogen protection (ca. 40 min) and washed twice with 1.6 liters of water, 400 ml of water/methanol (1:1 v/v) and 800 ml of methanol, in that order. Finally, the product was dried under vacuum (slight nitrogen flow) at 50°C to constant weight. The product 317 g was obtained in 88% yield and analyzed by high performance liquid chromatography (HPLC) with a purity of 99.7% (area percentage).

References

[1] Patent: EP1230231, 2005, B1. Location in patent: Page/Page column 4
[2] Tetrahedron Letters, 1999, vol. 40, # 31, p. 5655 - 5659
[3] Patent: CN108003118, 2018, A. Location in patent: Paragraph 0030

1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

Product: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine 74853-08-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: Customise
Release date: 2025-11-25

Shanghai Joiny Pharmaceutical Co.,LTD

Product: 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine 74853-08-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 500KG
Release date: 2023-06-13

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Posaconazole Impurity 28 74853-08-0
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%
Supply Ability: 500mg
Release date: 2024-07-10

74853-08-0, 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazineRelated Search:

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1-(4-AMINOPHENYL)-(4-HYDROXYPHENYL) PIPERAZINE

CAS 74853-08-0 1-(4-Aminophenyl)-4-(4-hydroxyphenyl)piperazine

Posazonazole Intermediate 1

1-(4-aminophenyl)-4-(4-hydroxyphenyl) piperidol

1-(4 minophenyl)-4-(4-hydroxyphenyl)piperazine

POS-NO-3

74853-08-0

Piperidines, Piperidones, Piperazines