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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472994Generated: October 31, 2026

Bis(trimethylsilyl)carbodiimide → HCID 178511857, compound

https://huagongshe.com/reaction/472994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(trimethylsilyl)carbodiimideHCID 70473—
ReactantHCID 67043729HCID 67043729—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178511857HCID 178511857100.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-(1-oxo-1,1′,3,3′-tetrahydro-2,2′-spirobi[indene]-6-yl)benzonitrile (34 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)-1′,3′-dihydro-2,2′-spirobi[indene]-3(1H)-ylidene) cyana mide (36 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-78b11baf0f354609913d307122ea1cc7
Source noteuspto-grants-2014_01