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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358771Generated: October 31, 2026

1,2-Dichloroethane → HCID 69631947, compound

https://huagongshe.com/reaction/1358771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAnilineHCID 6115—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 18185336HCID 18185336—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 69631947HCID 6963194750.3%

Reaction Steps

To 1-Methyl-5-Trifluoromethansulfonylamino-1H-Indole-2-Carboxylic Acid (0.21 g, 0.65 mmol) in 8 ml of DMF was added HOBt (96 mg, 0.71 mmol), EDC (145 mg, 0.78 mmol), TEA (131 mg, 1.3 mmol), and aniline (0.65 ml, 72 mmol). The reaction mixture was stirred at room temperature for a day. The reaction was diluted with 200 ml of methylene dichloride and washed with water and brine, then concentrated. The residue was purified by flash column with 50% EtOAc/Hexane to give 0.13 g of 1-Methyl-5-trifluoromethansulfonylamino-1H-indole-2-carboxylic acid phenylamide as a beige solid. 1H-NMR (400 MHz, DMSO-d6) δ 11.61 (s, 1H, SNH), 10.37 (s, 1H, NHCO), 7.78 (d, J=8 Hz, 2H, ArH-o), 7.63 (d, J=9 Hz, 1H, H-7), 7,61 (d, J=2 Hz, 1H, H-4), 7.37 (t, J=8 Hz, 2H, ArH-m), 7.32 (s, 1H, H-3), 7.20 (dd, J=2, 9 Hz, 1H, H-6), 7.12 (t. J=7.4 Hz, 1H. ArH-p).MS m/z 396 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596772B1
Source datasetuspto-grants-2003_07
ORD IDord-a6a4a13468f14130a69fc5d7e3925c6d
Source noteuspto-grants-2003_07