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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735418Generated: November 2, 2026

Aniline → HCID 86603005, compound

https://huagongshe.com/reaction/735418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86603004HCID 86603004—
SolventThionyl ChlorideHCID 24386—
ProductHCID 86603005HCID 86603005—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Azido-3-trifluoromethyl-benzoic acid (460 mg, 2 mmol, compound IX) was dissolved in 2 ml of SOCl2 and the reaction mixture was heated at 80° C. for 1 hour. The remaining SOCl2 was evaporated in vacuo and the residue was coevaporated with dry benzene. Dry CH2Cl2 (2 ml) was added followed by a dropwise addition of 200 μl of aniline (2 mmol). The reaction mixture was stirred at room temperature for 1 hour. Saturated aq. NaHCO3 was added and the product was extracted with CH2Cl2. The resulting amide was purified by recrystallization from methanol. The yleld was 521 mg (86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592363B2
Source datasetuspto-grants-2009_09
ORD IDord-428ea428d7704fe5845e122870cbf3c2
Source noteuspto-grants-2009_09