119584-70-2

Basic information

• Product Name: 2,4-DIAMINO-5-FLUOROQUINAZOLINE
• Synonyms: 5-fluoro-4-quinazolinediamine;BUTTPARK 23\04-62;5-FLUORO-QUINAZOLINE-2,4-DIAMINE;5-FLUORO-2,4-QUINAZOLINEDIAMINE;2,4-DIAMINO-5-FLUOROQUINAZOLINE;5-Fluoro-2,4-diaminoquinazoline;(2-amino-5-fluoro-quinazolin-4-yl)amine;5-Fluoro-quinazoline-2,4-diamin
• CAS NO: 119584-70-2
• Molecular Formula: C₈H₇FN₄
• Molecular Weight: 178.17
• Product Categories: Quinolines, Quinazolines and derivatives;Quinoline&Isoquinoline
• Mol File: 119584-70-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 245-248°C
• Boiling Point: 463.1 °C at 760 mmHg
• Flash Point: 233.9 °C
• Appearance: /
• Density: 1.5g/cm³
• Vapor Pressure: 9.34E-09mmHg at 25°C
• Refractive Index: 1.757
• Storage Temp.: 2-8°C
• PKA: 7.53±0.10(Predicted)
• BRN: 3590571
• CAS DataBase Reference: 2,4-DIAMINO-5-FLUOROQUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINO-5-FLUOROQUINAZOLINE(119584-70-2)
• EPA Substance Registry System: 2,4-DIAMINO-5-FLUOROQUINAZOLINE(119584-70-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: VA1367730
• HazardClass: IRRITANT
• Hazardous Substances Data: 119584-70-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 33, p. 434, 1990 DOI: 10.1021/jm00163a067

InChI:InChI=1/C8H7FN4/c9-4-2-1-3-5-6(4)7(10)13-8(11)12-5/h1-3H,(H4,10,11,12,13)

Upstream product

• 1897-52-5 2,6 difluorobenzonitrile 
• 113-00-8 guanidine nitrate 
• 593-85-1 diguanidine carbonate 
• 143306-27-8 2-fluoro-6-nitrobenzonitrile 
• 29671-92-9 chloroformamidine hydrochloride 
• 77326-36-4 2-amino-6-fluorobenzonitrile 
• 124-46-9 guanidine hydrogen carbonate 

Downstream Products

• 215925-72-7 2,4-Diamino-5-(3-trifluoromethylphenoxy)quinazoline 
• 143745-23-7 N^δ-(tert-butyloxycarbonyl)-N^α-(5-fluoro-5,8-dideazaisopteroyl)-L-ornithine 
• 143745-10-2 N^α-(5-fluoro-5,8-dideazaisopteroyl)-L-ornithine 
• 1025814-91-8 4-{[(2-Amino-5-fluoro-4-oxo-3,4-dihydro-quinazolin-6-yl)-(2,2,2-trifluoro-acetyl)-amino]-methyl}-benzoic acid 
• 143745-20-4 methyl 5-fluoro-2-pivaloyl-5,8-dideazaisopteroate 
• 143745-21-5 methyl 5-fluoro-5,8-dideazaisopteroate 
• 143745-22-6 5-fluoro-5,8-dideazaisopteroic acid 
• 133528-60-6 di-t-butyl N-(4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoyl)-L-glutamate 
• 133528-57-1 5-fluoro-5,8-dideazaisoaminopterin 
• 133528-61-7 methyl 4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoate 
• 133528-62-8 4-(((2,4-diamino-5-fluoro-6-quinazolinyl)amino)methyl)benzoic acid 

Relevant articles and documents

SNAr reaction in aqueous medium in the presence of mixed organic and inorganic bases

N-Arylation of amines with fluorobenzonitriles in aqueous medium is described. A mixture of N,N-diisopropylethyl amine and Na2CO3 (1:1) is found to achieve maximum conversion by refluxing for 3 hours in water. The product can be easily isolated by solvent extraction.

Synthesis of some novel halogenated 2,4-diaminoquinazolines

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Direct Synthesis of 2,4-Diaminoquinazolines from 2-Fluorobenzonitriles

In a search for new methods for preparing 2,4-diaminoquinazolines having a diversity of substituents in the benzenoid ring, it was found that the reaction of 2,6-difluorbenzonitrile with guanidine carbonate gave 2,4-diamino-5-fluoroquinazoline in excellent yield.Extension of this approach to other 2-fluorobenzonitriles, some of which were elaborated for the first time, showed that this reaction possesses considerable generality.The cyclization was sucessful even when electron donating groups were present at position six.Only in two cases where a primary or secondary amino group was also present ortho to the cyano group was this transformation unsucessful.