Oxalyl chloride → 4-Methoxybenzoyl isocyanate

HRID 1844105Notes

Reaction equation

HRID 1844105 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1.C(Cl)(=O)[C:13](Cl)=[O:14]>ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:9]=[C:13]=[O:14])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 769594-Methoxybenzamide

Product 1

HCID 125510974-Methoxybenzoyl isocyanate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-methoxybenzamide (2.6 mmol) in dichloromethane (10 mL) was added oxalyl chloride 98% (6.61 mmol) dropwise. The mixture was heated to reflux for 20 h. Reaction completion monitored by TLC. The solvent was removed in vacuo (40° C., 760 mmHg) to obtain title compound D11, which was immediately used without purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 20 h
  3. customReaction completion
  4. customThe solvent was removed in vacuo (40° C., 760 mmHg)

Sources & evidence

ORD record
ord-60b3d5dd1f9f44979c3b59744d782027
Source dataset
uspto-grants-2015_02
Patent number
US08946282B2

Reaction notes

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