Hydrochloric Acid → 2,6-Dichlorobenzoyl isocyanate

HRID 261479Notes

Reaction equation

HRID 261479 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([NH2:6])=[O:5].C(Cl)(=O)[C:13](Cl)=[O:14].Cl>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([N:6]=[C:13]=[O:14])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 161832,6-DichlorobenzamideHCID 65578Oxalyl chloride

Product 1

HCID 129127392,6-Dichlorobenzoyl isocyanate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

95 g of 2,6-dichlorobenzamide are suspended in from 250 to 300 ml of dry methylene chloride. After the addition of 56 ml of oxalyl chloride the mixture is slowly heated to boiling point, at which temperature the starting material rapidly dissolves with a strong evolution of hydrochloric acid. After boiling for from 15-18 hours the mixture is concentrated by evaporation in a vacuum. The resulting 2,6-dichlorobenzoylisocyanide is used for the next reaction step without further purification.

Workup

  1. temperatureis slowly heated
  2. customAfter boiling for from 15-18 hours
  3. concentrationis concentrated by evaporation in a vacuum
  4. customThe resulting 2,6-dichlorobenzoylisocyanide is used for the next reaction step without further purification

Sources & evidence

ORD record
ord-d25015e2456945d2bd657b90e58755d5
Source dataset
uspto-grants-1979_08
Patent number
US04166124

Reaction notes

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