1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one - Names and Identifiers

Name	3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
Synonyms	3H-PYRROLO[3,2-D]PYRIMIDIN-4(6H)-ONE 3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one 1H-pyrrolo[3,2-d]pyriMidin-4(5H)-one 1H,4H,5H-pyrrolo[3,2-d]pyriMidin-4-one 4H-Pyrrolo3,2-dpyrimidin-4-one, 1,5-dihydro- 1,5-DIHYDRO-4H-PYRROLO[3,2-D]PYRIMIDIN-4-ONE 1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 1,5-Dihydro-4H-pyrrolo[3,2-d]pyriMidine-4-one Dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one, 1,5- 4H-Pyrrolo[3,2-d]pyriMidin-4-one, 3,5-dihydro- 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 1,5-dihydro- (8CI,9CI) 1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one(3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one)
CAS	5655-01-6
EINECS	1533716-785-6
InChI	InChI=1/C6H5N3O/c10-6-5-4(1-2-7-5)8-3-9-6/h1-3,7H,(H,8,9,10)

1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one - Physico-chemical Properties

Molecular Formula	C6H5N3O
Molar Mass	135.12
Density	1.62
Melting Point	>300℃
Boling Point	473.1±18.0 °C(Predicted)
Flash Point	191.4°C
Vapor Presure	2.22E-06mmHg at 25°C
pKa	12.02±0.20(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.784
Use	This product is for scientific research only and shall not be used for other purposes.

1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one - Risk and Safety

Hazard Class

IRRITANT

1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one - Reference Information

Application

1, 5-dihydro-4h-pyrrolo [3,2-D] pyrimidin-4-one can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development process and chemical generation process.

preparation

2-(2-cyano-vinylamino)-malonic acid Diethyl ester (0.5 mmol) and nitroene (0.5 mmol) in methanol (15 mL), a solution of
L-proline (0.05 mmol) in methanol was slowly added dropwise. To be added to the completion of the drop, the temperature is raised to 50 degrees C, TLC tracking the experimental process. After the reaction is basically completed, about 8 hours, add
1.0 mol · L -1 hydrochloric acid solution to the reaction system, stir for 1 hour, then add excess sodium hydroxide solution, after stirring, a large amount of solid matter was precipitated, filtered to obtain a crude product, and then recrystallized with 95
% ethanol to obtain a pure product. Add V 4.0 (15.4 mol) to 50 L reactor, add ammonia 10 L, add Raney nickel (≤ 50
μm, dispersed in water) 5.0, warm up Reaction was carried out at 70 ℃ for 3 h, filtered, and the filtrate was adjusted to pH 1 with concentrated hydrochloric acid. The reaction was continued at 70 ℃ for 2
h and then decreased to room temperature. The mixture was concentrated under reduced pressure, and 20 L of ethanol was added, stirred and dissolved, filtered, and the filtrate was concentrated to obtain 2-amino-4-hydroxypyrrolo [2,3-D] pyrimidine. To a 20 L
reactor was added dichloromethane (10 L) and 2-amino-4-hydroxypyrrolo [2,3-D] pyrimidine (1.8 (13.3mol)), add phosphorus oxychloride 2
L, raise the temperature to reflux for 4 h, lower to room temperature, slowly add the reaction solution to cold water, stir for 30 min, and let stand for stratification, organic layer dichloromethane (4
L × 2) extraction, combined organic layer, saturated sodium chloride solution 2 L Wash, dry over anhydrous sodium sulfate, filter, and concentrate the filtrate to give 1, 5-dihydro-4h-pyrrolo [3,2-D] pyrimidin-4-one.

Last Update：2024-04-09 02:00:09