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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236787Generated: October 30, 2026

Water → HCID 178433907, compound

https://huagongshe.com/reaction/2236787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant4-(4-CHLORO-3,5-DIMETHYL-1H-PYRAZOL-1-YL)ANILINEHCID 19616586—
Reactant4-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dioneHCID 68692764—
SolventDimethylformamideHCID 6228—
ProductHCID 178433907HCID 17843390732%

Reaction Steps

The 4-(4-Chloro-3,5-dimethyl-pyrazol-1-yl)-phenylamine (130 mg, 0.58 mmol) and 6-Bromo-4-methoxymethylene-4H-isoquinoline-1,3-dione (120 mg, 0.43 mmol) is heated in N,N-dimethylformamide (10 mL) at 100° C. for 4 h. EtOAc (100 mL) and H2O (20 mL) is then added. The EtOAc layer is washed with H2O (3×20 mL) and brine (15 mL) and dried over MgSO4. Upon removal of EtOAc, precipitate formed and the precipitate is collected and washed with MeOH and Et2O and dried to provide the title compound (64 mg, 32%). 1H NMR (400 MHz, DMSO) δ 12.56(1H, d, J=12.4 Hz), 11.46 (1H, s), 8.98 (1H, d, J=12.4 Hz), 8.50 (1H, s), 7.43-7.94 (6H, m), 2.30 (3H, s), 2.21 (3H, s); MP: 290-291° C.; Anal. Cacl. for C21H16BrClN4O2: C, 53.47; H, 3.42; N, 11.88. Found: C, 51.49; H, 2.94; N, 11.31.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-e04c9d4b0ccb4f169cb9d23ac780e422
Source noteuspto-grants-2010_05