Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852940Generated: October 29, 2026

Dimethylformamide → HCID 58930429, compound

https://huagongshe.com/reaction/852940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-PhenylenediamineHCID 7243—
ReactantTriethylamineHCID 8471—
ReactantN-(3,4-dimethoxyphenyl)-4-iodobenzenesulfonamideHCID 4586855—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 58930429HCID 5893042914%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 223 (705 mg, 1.7 mmol), 1,2-phenylenediamine (199 mg, 1.84 mmol), Pd(OAc)2 (0.25 mmol, 15%) and 1,1′-bis(diphenylphosphino) ferrocene (160 mg, 0.29 mmol) was suspended in degassed DMF (10 mL), treated with Et3N (700 μL, 5.04 mmol), heated under CO atmosphere (balloon) for 18 h at 70° C. After evaporation of the DMF in vacuo, the residue was purified by flash chromatography (eluent AcOEt:hexane, 3:1) to give the title compound 224 (100 mg, 14% yield). 1H-NMR (CD3OD-d4), δ (ppm): 10.05 (s, 1H), 9.76 (s, 1H), 8.06 (d, J=8.3 Hz, 2H), 7.79 (d, J=7.8 Hz, 2H), 7.11 (bs, 1H), 6.94 (bs, 1H), 6.77-6.69 (m, 3H), 6.54 (bs, 2H), 4.91 (bs, 2H), 3.62 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253204B2
Source datasetuspto-grants-2007_08
ORD IDord-42e72a01374a4b25a870c31efb98a816
Source noteuspto-grants-2007_08