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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407698Generated: October 30, 2026

Ammonium Hydroxide → 4-Anilino-2-(methylthio)-5-pyrimidinecarboxamide

https://huagongshe.com/reaction/2407698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 18375083HCID 18375083—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-Anilino-2-(methylthio)-5-pyrimidinecarboxamideHCID 29582196.2%

Reaction Steps

The compound prepared in Example 92 (2.15 g), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (1.74 g) and 1-hydroxybenzotriazole hydrate (1.39 g) were combined in N,N-dimethylformamide (20 mL). The mixture was stirred for 2 hours at room temperature and then concentrated aqueous ammonium hydroxide (15 mL) was added slowly. The reaction was stirred for one hour and then was diluted with ethyl acetate and sequentially washed with water and brine. The organics were dried over anhydrous magnesium sulfate and concentrated to obtain the title compound (2.06 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-439efe5e2865418e8eba96fc76b386ef
Source noteuspto-grants-2014_08