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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333558Generated: November 1, 2026

Acetic Acid → HCID 67256828, compound

https://huagongshe.com/reaction/333558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetoneHCID 180—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-N-phenylpyridine-2,3-diamineHCID 10679091—
SolventDichloromethaneHCID 6344—
ProductHCID 67256828HCID 6725682894.4%

Reaction Steps

N2-phenylpyridine-2,3-diamine (14.1 g, 76 mmol) and acetone (8.39 mL, 114 mmol) was added to a solution of acetic acid and dichloromethane. Sodium triacetoxyborohydride (22.59 g, 107 mmol) was added to the reaction mixture and stirred overnight at room temperature. Reaction mixture was quenched with 1N HCl. Organic layer was extracted with ethyl acetate. Ethyl acetate solution was washed with 1N sodium hydroxide solution followed by brine and dried over anhd. MgSO4. N3-isopropyl-N2-phenylpyridine-2,3-diamine (16.3 g, 94% yield) was isolated from crude by column chromatography using hexanes and ethyl acetate as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883322B2
Source datasetuspto-grants-2014_11
ORD IDord-41efd6e102bc46eaba74404da236c66b
Source noteuspto-grants-2014_11