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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744966Generated: October 26, 2026

Chloride → 5-Methyl-6,7,8,9-tetrahydro-[1,2,4]triazolo[1,5-a]quinazoline-2-carbaldehyde

https://huagongshe.com/reaction/1744966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactant(5-Methyl-6,7,8,9-tetrahydro-[1,2,4]triazolo[1,5-a]quinazolin-2-yl)-methanolHCID 22224538—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Methyl-6,7,8,9-tetrahydro-[1,2,4]triazolo[1,5-a]quinazoline-2-carbaldehydeHCID 22224536100%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a round bottomed flask was loaded l-mi of DMSO and 5 ml dichloromethane. The mixture was cooled to −50˜−60° C. Then a mixture of l-mi oxallyl chloride and 2 ml dichloromethane was injected in into the flask all at once. The mixture was stirred at the same temperature for another 5 minutes. Then 0.218 grams of (5-Methyl-6,7,8,9-tetrahydro-[1,2,4]triazolo[1,5-a]quinazolin-2-yl)-methanol in 2 ml dichloromethane was added within 2 minutes. The mixture was stirred at −50˜−60° C. for fifteen minutes and 0.7 ml triethylamine was next added. After another five minutes the reaction media was warmed up to 23° C. and a mixture of 20 ml water and 200 ml dichloromethane was added. The organic layer was dried over magnesium sulfate. Filter off the drying agent and concentrate the filtrate yielded 0.216 grams of product (99%). MS: 217.1(M+H). H-NMR(CDCl3): δ 10.20(s, 1H), 3.23(m, 2H), 2.78 (m, 2H) 2.63 (s, 3H, CH3), 2.00 (m, 4H),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07018997B2
Source datasetuspto-grants-2006_03
ORD IDord-e3b58cb62d9d4510b0df466a2e46eaf5
Source noteuspto-grants-2006_03