Pyridine → HCID 90426955, compound

HRID 2278958Notes

Reaction equation

HRID 2278958 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[CH:5]1([N:11]2[C:15]([CH3:17])([CH3:16])[CH2:14][NH:13][C:12]2=[O:18])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.N1C=CC=CC=1>C(Cl)Cl>[CH:5]1([N:11]2[C:15]([CH3:16])([CH3:17])[CH2:14][N:13]([C:1]([Cl:4])=[O:2])[C:12]2=[O:18])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6371PhosgeneHCID 12395975HCID 12395975, compound

Product 1

HCID 90426955HCID 90426955, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A 0° C. solution of phosgene (15% in toluene, 1.854 mL, 2.60 mmol) in DCM (10 mL) was treated drop-wise with a solution of 1-cyclohexyl-5,5-dimethylimidazolidin-2-one (0.34 g, 1.732 mmol) and pyridine (0.28 mL) in DCM (5 mL), stirred at 0° C. for 0.5 h, then concentrated to dryness to afford crude 3-cyclohexyl-4,4-dimethyl-2-oxoimidazolidine-1-carbonyl chloride (0.45 g, 100%) which was used without further purification.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-c765d1e1dc6f48f7b2fdb6a3508ee876
Source dataset
uspto-grants-2015_09
Patent number
US09133183B2

Reaction notes

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