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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170142Generated: October 31, 2026

Ammonium Hydroxide → 5-phenylpyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/2170142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactantmethyl 1-((ethoxycarbonyl)amino)-3-phenyl-1H-pyrrole-2-carboxylateHCID 90386155—
Product5-phenylpyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dioneHCID 9038611638.1%

Reaction Conditions

Temperature110 °C

Reaction Steps

Methyl 1-((ethoxycarbonyl)amino)-3-phenyl-1H-pyrrole-2-carboxylate (1.00 g, 3.47 mmol) was taken in a pressure tube and ammonium hydroxide (30%, 67.5 mL, 1.73 mol) was added and sealed. The reaction mixture was stirred at 110° C. for 30 h and transferred to a round bottomed flask and concentrated under reduced pressure. Toluene was added to it and azeotroped to remove trace amount of water (3 times). Then residue obtained was triturated with ethyl acetate (50×2 mL) to afford 5-phenylpyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione (0.300 g, 38.1%). LCMS Condition B-39: retention time 1.49 min, [M+1]=228.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09050345B2
Source datasetuspto-grants-2015_06
ORD IDord-09ac7eee98a24cecbfeb1f9146261945
Source noteuspto-grants-2015_06