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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075512Generated: October 25, 2026

Carbamic acid, N-methyl-, 4-nitrophenyl ester → 9-[(3-methylureido)methyl]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

https://huagongshe.com/reaction/1075512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamic acid, N-methyl-, 4-nitrophenyl esterHCID 79892—
Reactant9-aminomethyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-oneHCID 18790629—
SolventDimethylformamideHCID 6228—
Product9-[(3-methylureido)methyl]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-oneHCID 1879067065.2%

Reaction Conditions

Temperature20 °C

Reaction Steps

A suspension of 0.25 g of 9-aminomethyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 0.49 g of 4-nitrophenyl N-methylcarbamate and 10 ml of dimethylformamide under an argon atmosphere is stirred for 4 hours at a temperature in the region of 20° C. The reaction mixture is filtered, washed successively with 5 ml of dimethylformamide and two times 20 ml of methyl-tert-butyl ether and then dried under reduced pressure (1 mm Hg; 0.13 kPa) at 60° C. 0.2 g of 9-[(3-methylureido)methyl]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained in the form of a white solid, the melting point of which is greater than 260° C. (Analysis C16H15N5O2; % Calculated C: 62.13, H: 4.89, N: 22.64; % Found C: 62.03, H: 4.90, N: 22.26).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05902803
Source datasetuspto-grants-1999_05
ORD IDord-fe2d818676c94675824192861bdc3592
Source noteuspto-grants-1999_05