Diphosgene → HCID 11149853, compound

HRID 1787990Notes

Reaction equation

HRID 1787990 reaction equation
ClC([O:4][C:5](Cl)(Cl)Cl)=O.[CH2:9]([NH:14][S:15]([C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[CH2:10][CH2:11][CH2:12][CH3:13]>C(#N)C>[CH2:9]([NH:14][S:15]([C:18]1[CH:19]=[CH:20][C:21]([N:24]=[C:5]=[O:4])=[CH:22][CH:23]=1)(=[O:17])=[O:16])[CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 11241971HCID 11241971, compound

Product 1

HCID 11149853HCID 11149853, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
65 °C

Procedure

Under argon, trichloromethyl chloroformate (135 μL, 1.118 mmol) is added to N-(pentyl)-4-aminobenzenesulfonamide (Example 26, 0.572 mmol) in anhydrous acetonitrile (4 mL). The solution is heated to 65° C. for 5 hours and the solvent removed at reduced pressure. The formation of the isocyanate is confirmed by infrared spectroscopy of the residue, then immediately used without further purification in the next reaction.

Workup

  1. customthe solvent removed at reduced pressure
  2. customimmediately used without further purification in the next reaction

Sources & evidence

ORD record
ord-a3be8f53c6cd4a76bcc32505f5bb4119
Source dataset
uspto-grants-2009_03
Patent number
US07511133B2

Reaction notes

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