Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887427Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 24748566, compound

https://huagongshe.com/reaction/1887427

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantN-MethylisopropylamineHCID 78485—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-2-butenoic acidHCID 84140—
Reactant(3,4-Dichloro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amineHCID 58116912—
SolventDichloromethaneHCID 6344—
ProductHCID 24748566HCID 2474856639.7%

Reaction Steps

To 4-Bromo-but-2-enoic acid (638 mg, 3.87 mmol) in CH2Cl2 was added isopropylmethyamine (1.1 ml, 10.3 mmol), the mixture was stirred for 2 hours followed by addition of (3,4-dichloro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amine (1.0 g, 2.57 mmol), EDCI (493 mg, 2.58 mmol), DIPEA (1.8 ml, 10.3 mmol). The resulting mixture was stirred at RT overnight. Solvents were removed and residue was purified by HPLC to gave the desired compound (500 mg, 13%). 1H-NMR (DMSO-d6) δ 8.46 (m, 1H), 8.39 (s, 1H), 7.88 (m, 1H), 7.62 (m, 1H), 7.42 (t, 1H), 6.67 (m, 1H), 3.94 (m, 2H), 3.87 (m, 4H), 2.75 (m, 2H), 2.11 (s, 3H), 0.96 (d, 6H); LCMS RT=2.72 min, [M+1]+=490.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501755B2
Source datasetuspto-grants-2013_08
ORD IDord-4b7faaaed7e54eaea9d67fe82f15a2f6
Source noteuspto-grants-2013_08