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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472975Generated: October 26, 2026

Bis(trimethylsilyl)carbodiimide → HCID 178487045, compound

https://huagongshe.com/reaction/472975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(trimethylsilyl)carbodiimideHCID 70473—
Reactant3-(4-Methoxy-1'-oxo-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-6'-yl)benzonitrileHCID 67044164—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
ProductHCID 178487045HCID 17848704593.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-(4-methoxy-1′-oxo-1′,3′-dihydrospiro[cyclohexane-1,2′-indene]-6′-yl)benzonitrile (30 mg, 0.09 mmol) in CH2Cl2 (3 mL) was added TiCl4 (0.2 mL). It was stirred in microwave at 50° C. for 5 minutes. Then bis-trimethylsilylcarbodiimide (0.2 mL, 0.146 mmol) was added. The resulting mixture was stirred in microwave at 60° C. for 10 minutes. The reaction mixture was poured into ice-water, extracted with DCM. The combined organic phases were dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated to give (E)-N-(5′-(3-cyanophenyl)-4-methoxyspiro[cyclohexane-1,2′-indene]-3′(1′H)-ylidene) cyanamide (30 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-fa572413b90c405aa8d85c0c722ec217
Source noteuspto-grants-2014_01