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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369061Generated: November 2, 2026

Dimethylformamide → HCID 178504721, compound

https://huagongshe.com/reaction/2369061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantHCID 59633179HCID 59633179—
SolventWaterHCID 962—
ProductHCID 178504721HCID 17850472178%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of [1-(2-chlorophenyl)-5-{5-[3-(methylsulfonyl)phenyl]-2-thienyl}-1H-pyrazol-3-yl]acetonitrile (136 mg, 0.3 mmol), NaN3 (59 mg, 0.9 mmol), NH4Cl (49 mg, 0.9 mmol), and anhydrous DMF (5 mL) was stirred in a sealed vial at 120° C. for 24 h. The mixture was poured into water, and extracted with DCM. The combined extracts were washed with water and brine, dried over Na2SO4, and evaporated in vacuo. The crude product was purified by flash chromatography (0-80% 20% MeOH/DCM) to give the title compound as a white solid (116 mg, 78%). 1HNMR (CDCl3): δ 8.04 (m, 1H), 7.85-7.83 (m, 1H), 7.74-7.71 (m, 1H), 7.62-7.46 (m, 5H), 7.22 (d, 1H), 6.8 (d, 1H), 6.66 (s, 1H), 4.52 (s, 2H), 3.08 (s, 3H). MS(ES): 497 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703805B2
Source datasetuspto-grants-2014_04
ORD IDord-385c29d8a1f841be855a41f790ea7c76
Source noteuspto-grants-2014_04