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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472956Generated: October 26, 2026

Bis(trimethylsilyl)carbodiimide → HCID 178511858, compound

https://huagongshe.com/reaction/472956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(trimethylsilyl)carbodiimideHCID 70473—
Reactant3-(1-oxo-1,3,3',4'-tetrahydro-1'H-spiro[indene-2,2'-naphthalene]-6-yl)benzonitrileHCID 66584776—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178511858HCID 178511858133.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-(1-oxo-1,3,3′,4′-tetrahydro-1′H-spiro[indene-2,2′-naphthalene]-6-yl)benzonitrile (35 mg, 0.1 mmol) in DCM (5 mL) was added TiCl4 (76 mg, 0.4 mmol) dropwise, the mixture was stirred at 50° C. at Ar2 under microwave for 5 minutes, N,N′-methanediylidenebis(1,1,1-trimethylsilanamine) (74 mg, 0.4 mmol) was added dropwise. The mixture was stirred at 60° C. at Ar2 under microwave for 10 minutes and poured into ice-water (10 mL). The aqueous layer was extracted with CH2Cl2, which was combined with the organic layer. The organic layer was dried and concentrated to give crude (Z)—N-(5-(3-cyanophenyl)-3′,4′-dihydro-1′H-spiro[indene-2,2′-naphthalene]-3(1H)-ylidene)cyanamide (50 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-da88c5fb8296457a922d15172cc4e43d
Source noteuspto-grants-2014_01