ChemicalBook > CAS DataBase List > N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide

N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide

Product Name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
CAS No.
869199-61-1
Chemical Name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Synonyms
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4...;N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide;Acetamide, N-(3-chloro-4-fluorophenyl)-N-(7-methoxy-6-nitro-4-quinazolinyl)-;N-(3-chloro-4-fluoro-phenyl)-N-(7-methoxy-6-nitro-quinazoline-4-yl)-acetamide
CBNumber
CB53151687
Molecular Formula
C17H12ClFN4O4
Formula Weight
390.75
MOL File
869199-61-1.mol
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N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide Property

storage temp. 
Sealed in dry,Room Temperature
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
4504DP
Product name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Packaging
250mg
Price
$88
Updated
2021/12/16
Ambeed
Product number
A264645
Product name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Purity
97%
Packaging
250mg
Price
$9
Updated
2021/12/16
Ambeed
Product number
A264645
Product name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Purity
97%
Packaging
1g
Price
$22
Updated
2021/12/16
Ambeed
Product number
A264645
Product name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Purity
97%
Packaging
5g
Price
$73
Updated
2021/12/16
Alichem
Product number
869199611
Product name
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide
Packaging
1g
Price
$198
Updated
2021/12/16
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N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide Chemical Properties,Usage,Production

Synthesis

179552-74-0

108-24-7

869199-61-1

General procedure for the synthesis of N-(3-chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide from N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine and acetic anhydride: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine (17.26 g, 0.0495 mol) was suspended in 350 ml of acetic anhydride under nitrogen protection, heated to 90 °C and maintained for 24 hours. After completion of the reaction, it was slowly cooled to room temperature to form a light colored suspension. Cooling was continued to 0 °C and maintained for 1 hour. The solid was collected by filtration and the flask and filter cake were washed with 2 x 50 ml isopropanol. The product, N-(3-chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide, was dried in a vacuum oven at 60 °C for 24 h to give 17.97 g (92.4% yield).HPLC analysis showed purity of 99.45% and retention time of 13.705 min. Raney Ni (5.0 g) was made into a suspension in methanol followed by displacement of water with tetrahydrofuran. N-(3-chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide (19.2 g, 49 mmol) was suspended in 500 ml of tetrahydrofuran and added to the reactor. It was heated to 60 °C and pressurized to 60 psi hydrogen pressure. After about 17 hours of reaction, 10.0 g of catalyst was added and the reaction was continued for 38 hours. Upon completion of the reaction, it was filtered and washed with tetrahydrofuran. The filtrate was concentrated and the solvent was replaced with hexane. Upon addition of hexane, a light yellow solid precipitated. The solvent was removed under vacuum and the residual tetrahydrofuran was removed by distillation. The filtrate was filtered and washed with a large amount of hexane. The product N-(6-amino-7-methoxyquinazolin-4-yl)-N-(3-chloro-4-fluorophenyl)acetamide was dried in a vacuum oven at 70 °C for 24 h to give 16.75 g (94.49% yield). HPLC analysis showed 100% purity. Oxoallyl chloride was added to a 40 ml dichloromethane solution containing 60 mg of 4-piperidin-1-yl-but-2-enoic acid at room temperature and stirred for 1 hour. The solvent was evaporated under vacuum and the resulting solid was suspended in 150 ml of dimethylacetamide. To the reaction mixture was added solid N-(6-amino-7-methoxyquinazolin-4-yl)-N-(3-chloro-4-fluorophenyl)acetamide. The reaction was completed after 45 minutes. The mixture was added slowly dropwise to 300 ml of 2N sodium hydroxide solution and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, concentrated to 100 ml and stirred at room temperature for 2 days. 300 ml of ether and 100 ml of 2N sodium hydroxide were added and the precipitated solid was collected by filtration. The final product was recrystallized with vinyl chloride to give 5.5 g of pure product.

References

[1] Patent: US2005/250761, 2005, A1. Location in patent: Page/Page column 18-20

N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide Suppliers

Hunan Hui Bai Shi Biotechnology Co., Ltd.
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0731-85526065 13308475853
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China
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Jinan SanZhi Pharmaceutical Technology Co., Ltd.
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15053191807
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Amadis Chemical Company Limited
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571-89925085
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0086-571-89925065
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sales@amadischem.com
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Aikon International Limited
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025-66061636 19370895928
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(3)02557626880
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China
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Hebei Yanxi Chemical Co., Ltd.
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+8618531123677
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China
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Hefei TNJ Chemical Industry Co.,Ltd.
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Baoji Guokang Healthchem Co., Ltd.
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Neostar United (Changzhou) Industrial Co., Ltd.
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Shanghai Botuo Biotechnology Co., LTD
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16621358918
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Energy Chemical
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View Lastest Price from N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamide 869199-61-1
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-05
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-(3-chloro-4-fluoro-phenyl)-N-(7-methoxy-6-nitro-quinazoline-4-yl)-acetamide 869199-61-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-(3-chloro-4-fluoro-phenyl)-N-(7-methoxy-6-nitro-quinazoline-4-yl)-acetamide 869199-61-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

869199-61-1, N-(3-Chloro-4-fluorophenyl)-N-(7-methoxy-6-nitroquinazolin-4-yl)acetamideRelated Search:


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