ChemicalBook--->CAS DataBase List--->190273-89-3

190273-89-3

190273-89-3 Structure

190273-89-3 Structure
IdentificationBack Directory
[Name]

6-BROMO-2-QUINAZOLINAMINE
[CAS]

190273-89-3
[Synonyms]

6-BROMO-2-QUINAZOLINAMINE
6-BROMOQUINAZOLIN-2-AMINE
2-AMINO-6-BROMOQUINAZOLINE
2-Quinazolinamine, 6-bromo-
6-Bromoquinazolin-2-ylamine
[EINECS(EC#)]

205-525-8
[Molecular Formula]

C8H6BrN3
[MDL Number]

MFCD04114089
[MOL File]

190273-89-3.mol
[Molecular Weight]

224.06
Chemical PropertiesBack Directory
[Boiling point ]

425.3±37.0 °C(Predicted)
[density ]

1.744±0.06 g/cm3(Predicted)
[storage temp. ]

Room temperature.
[pka]

4.94±0.26(Predicted)
[Appearance]

Light yellow to brown Solid
[InChI]

InChI=1S/C8H6BrN3/c9-6-1-2-7-5(3-6)4-11-8(10)12-7/h1-4H,(H2,10,11,12)
[InChIKey]

IJXKEDDKGGBSBX-UHFFFAOYSA-N
[SMILES]

N1=C2C(C=C(Br)C=C2)=CN=C1N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

6-BROMO-2-QUINAZOLINAMINE(190273-89-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

Guanidine carbonate

593-85-1

5-Bromo-2-fluorobenzaldehyde

93777-26-5

6-BROMO-2-QUINAZOLINAMINE

190273-89-3

5-Bromo-2-fluorobenzaldehyde (10 g, 49.2 mmol) and guanidine carbonate (13.3 g, 74 mmol) were dissolved in N,N-dimethylacetamide (50 mL). The reaction mixture was heated to reflux temperature with continuous stirring for 5 hours. Upon completion of the reaction, it was cooled to room temperature, water (120 mL) was added and stirring was continued for 2 hours at room temperature. The resulting 6-bromo-2-quinazolinamine was collected by filtration and subsequently dried under vacuum to give the final product (5.0 g, 60% yield).

[References]

[1] Patent: WO2017/46739, 2017, A1. Location in patent: Page/Page column 49
[2] European Journal of Medicinal Chemistry, 2017, vol. 141, p. 506 - 518
[3] Journal of Organic Chemistry, 2006, vol. 71, # 10, p. 3959 - 3962
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 19, p. 5671 - 5686
[5] Journal of Medicinal Chemistry, 2008, vol. 51, # 11, p. 3065 - 3068
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