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6-羟基-7-甲氧基-3H-喹唑啉-4-酮

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

CAS: 179688-52-9

Molecular Formula: C9H8N2O3

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6-羟基-7-甲氧基-3H-喹唑啉-4-酮 - Names and Identifiers

Name 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
Synonyms Gefitinib interMediate III
7-Methoxyquinazoline-4,6-Diol
7-METHOXYQUINAZOLINE-4,6-DIOL
6-Hydroxy-7-Methoxyquinazoline-4-One
6-hydydroxy-7-methoxyquinazoline-4-one
6-Hydroxy-7-Methoxyquinazolin-4(1H)-one
6-Hydroxy-7-methoxy-4(3H)-quinazolinone
6-hydroxy-7-methoxyquinazolin-4(3H)-one
6-Hydroxy-7-methoxy-3H-quinazolin-4-one
4(3H)-Quinazolinone, 6-hydroxy-7-Methoxy-
6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
6-HYDROXY-7-METHOXY-3,4-DIHYDROQUINAZOLIN-4-ONE
6-hydroxy-7-methoxy-3,4-dihydroquinazolin-4(3H)-one
CAS 179688-52-9
EINECS 634-959-7
InChI InChI=1/C9H8N2O3/c1-14-8-3-6-5(2-7(8)12)9(13)11-4-10-6/h2-4,12H,1H3,(H,10,11,13)

6-羟基-7-甲氧基-3H-喹唑啉-4-酮 - Physico-chemical Properties

Molecular FormulaC9H8N2O3
Molar Mass192.17
Density1.47±0.1 g/cm3(Predicted)
Melting Point293 °C
Boling Point420.0±55.0 °C(Predicted)
Flash Point258.198°C
Vapor Presure0mmHg at 25°C
Appearancepowder to crystal
ColorWhite to Almost white
pKa9.39±0.20(Predicted)
Storage ConditionSealed in dry,Room Temperature
Refractive Index1.659
MDLMFCD07787563

6-羟基-7-甲氧基-3H-喹唑啉-4-酮 - Reference Information

Application 6-hydroxy-7-methoxy-3H-quinazolin-4-one can be used as a pharmaceutical intermediate to synthesize other compounds with certain activity, such as It is a key intermediate for the synthesis of gefitinib (Gefitinib). Gefitinib is an orally available small molecule inhibitor for EGFR tyrosine kinase developed by AstraZeneca. Trade name Iressa. It was first marketed in Japan in 2002 and is mainly used for the treatment of locally advanced or metastatic non-small cell lung cancer. In 2005, it was approved by the State Food and Drug Administration (SFDA) for listing in China.
synthesis method 1: the preparation method of 6-hydroxy-7-methoxy-3H-quinazoline -4-one includes the following steps:
1) preparation of 3-hydroxy-4-methoxybenzonitrile (II)
dissolve the raw material isocyanin in formic acid, add formate and hydroxylamine hydrochloride, react at a suitable temperature. After the reaction is complete, after appropriate post-treatment, the product 3-hydroxy-4-methoxybenzonitrile (II) is obtained;
2) 5-hydroxy-4-methoxy-2-nitrobenzonitrile (III) Preparation of 3-hydroxy-4-methoxybenzonitrile (II) prepared in step 1) is dissolved in a solvent, then add the aqueous solution of potassium nitrate and fuming nitric acid, and react at a certain temperature. After the reaction is complete, after proper post-treatment, the product 5-hydroxy-4-methoxy-2-nitrobenzonitrile (III) is obtained.
3) Preparation of 6-hydroxy-7-methoxy-3H-quinazolin-4-one (IV)
Dissolve the 5-hydroxy-4-methoxy-2-nitrobenzonitrile (III) prepared in step 2) in a solvent, then add a reducing agent, and react at a certain temperature. After the reaction is complete, add acid and cyclizing reagent, react at a certain temperature. After the reaction is complete, the product 6-hydroxy-7-methoxy-3H-quinazolin-4-one (IV) is obtained by appropriate post-treatment.
Last Update：2024-04-09 21:54:55
6-羟基-7-甲氧基-3H-喹唑啉-4-酮
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CAS: 179688-52-9
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Mobile: +86-18621343501
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Wechat: 18621343501
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Shanghai Macklin Biochemical Co., Ltd
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Product Name: 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one Visit Supplier Webpage Request for quotation
CAS: 179688-52-9
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
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Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: 6-Hydroxy-7-methoxyquinazolin-4(3H)-one Visit Supplier Webpage Request for quotation
CAS: 179688-52-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Zouping Mingxing Chemical Co., Ltd.
Product Name: 6-Hydroxy-7-methoxyquinazolin-4(3H)-one Request for quotation
CAS: 179688-52-9
Tel: 0086-13605431940
Email: xuli678323@126.com
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6-羟基-7-甲氧基-3H-喹唑啉-4-酮
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