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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261971Generated: October 31, 2026

Benzoyl isothiocyanate → HCID 86661669, compound

https://huagongshe.com/reaction/1261971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl isothiocyanateHCID 68284—
ReactantMethyl 1-amino-1H-indole-2-carboxylateHCID 57416054—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86661669HCID 8666166970.1%

Reaction Steps

1-Amino-1H-indole-2-carboxylic acid methyl ester (18.56 g, 0.098 mol) was dissolved in tetrahydrofuran (800 mL). Benzoyl isothiocyanate (13.1 mL, 0.098 mol) was added and the reaction was allowed to stir overnight. The solvent was removed in vacuum and the solid residue was triturated with ether. The solid was collected by filtration to yield the 1-(3-benzoyl-thioureido)-1H-indole-2-carboxylic acid methyl ester (24.27 g, 70%), which was used in the next step without further purification. 1H-NMR (CDCl3) δ 12.81 (br s, 1H), 9.29 (br s, 1H), 7.95 (d, J=7.2 Hz, 2H), 7.68 (m, 2H), 7.57 (m, 2H), 7.42 (m, 2H), 7.38 (s, 1H), 7.24 (m, 1H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-5884a61420f84d71aa9860ba6841e753
Source noteuspto-grants-2013_06