Carbamate → HCID 19838958, compound

HRID 1769266Notes

Reaction equation

HRID 1769266 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.C1(C2C=CC=CC=2)C=CC=CC=1.C(=O)=O.[C:28](=[O:31])([O-])[NH2:29].S(Cl)([Cl:34])=O>C1(C)C=CC=CC=1>[C:28]([Cl:34])(=[O:31])[NH2:29].[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

8

Reactant 6

HCID 276CarbamateHCID 280Carbon DioxideHCID 1049PyridineHCID 7095BiphenylHCID 8082PiperidineHCID 24386Thionyl Chloride

Product 1

HCID 19838958HCID 19838958, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
-10 °C

Procedure

In a 100 mL round bottom flask was added 0.02 mol piperidine, 0.02 mol pyridine, 0.02 mol CyTMG, 1 mmol biphenyl as G.C. internal standard and 20 mL toluene. This solution was cooled to -10° C. using an ice salt bath and carbon dioxide was added subsurface to the cooled solution for 30 min. After this period of time the preformed carbamate solution was added all at once by cannula to a cooled (-10° C.) toluene (20 mL) solution of thionyl chloride (0.02 mol). The reaction mixture was stirred at -10° C. for 15 min. under atmospheric CO2 pressure.

Sources & evidence

ORD record
ord-7407a03737e34a4884d57a7b4ff17f7b
Source dataset
uspto-grants-1995_01
Patent number
US05380855

Reaction notes

Loading…