ChemicalBook--->CAS DataBase List--->61948-86-5

61948-86-5

61948-86-5 Structure

61948-86-5 Structure
IdentificationBack Directory
[Name]

2,4(1H,3H)-Quinazolinedione, 5-Methoxy-
[CAS]

61948-86-5
[Synonyms]

5-Methoxy-1H-quinazoline-2,4-dione
5-Methoxyquinazoline-2,4(1H,3H)-dione
2,4(1H,3H)-Quinazolinedione, 5-Methoxy-
5-Methoxy-1,2,3,4-tetrahydroquinazoline-2,4-dione
[Molecular Formula]

C9H8N2O3
[MDL Number]

MFCD22576617
[MOL File]

61948-86-5.mol
[Molecular Weight]

192.17
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Room Temperature
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

2,4(1H,3H)-Quinazolinedione, 5-Methoxy-(61948-86-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-6-methoxybenzoic acid

53600-33-2

2,4(1H,3H)-Quinazolinedione, 5-Methoxy-

61948-86-5

The general procedure for the synthesis of 5-methoxyquinazoline-2,4(1H,3H)-dione from 2-amino-6-methoxybenzoic acid was as follows: 2-amino-6-methoxybenzoic acid (1.25 g, 7.5 mmol) was suspended in a mixed solution of water (45 mL) and acetic acid (0.75 mL) at 35 °C. Subsequently, an aqueous solution of sodium cyanate (1.2 g, 18 mmol) was added dropwise to this suspension (5 mL). After the reaction mixture was reacted under stirring for 0.5 h, sodium hydroxide (13 g, 330 mmol) was added in batches and precipitation was observed to be generated. After the reaction mixture was cooled to room temperature, the pH was adjusted with concentrated hydrochloric acid to 7. The resulting precipitate was collected by filtration, washed thoroughly with water, and dried in an oven to give Intermediate 28 as a white solid (1.0 g, 69% yield).1H NMR (400 MHz, DMSO-d6) δ ppm: 3.80 (s, 3H), 6.68-6.71 (m, 2H). 7.49 (t, J = 8.35Hz, 1H), 10.88 (s, 1H), 10.98 (s, 1H).

[References]

[1] Journal of the American Chemical Society, 2009, vol. 131, # 48, p. 17605 - 17614
[2] Patent: WO2007/30582, 2007, A2. Location in patent: Page/Page column 91
[3] Patent: US5688803, 1997, A
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