Thionyl Chloride → HCID 21441253, compound

HRID 328295Notes

Reaction equation

HRID 328295 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:4]2[C:5]([N:7]([C:10]3([C:16](O)=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[C:8](=[O:9])[C:3]=12)=[O:6].S(Cl)([Cl:24])=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:4]2[C:5]([N:7]([C:10]3([C:16]([Cl:24])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[C:8](=[O:9])[C:3]=12)=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 14898482HCID 14898482, compound

Product 1

HCID 21441253HCID 21441253, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In a 12 liter flask is placed 1.5 kg. of the 1-(3-chlorophthalimido)cyclohexanecarboxylic acid and 7500 ml. benzene. The mixture is stirred and heated to boiling, and then 696 grams thionyl chloride added dropwise. After the addition, heating is continued for 2 hours. The volume of the solution is reduced by one-half, the solution filtered, and the remaining solvent removed under reduced pressure. The acid chloride is used for the preparation of the carboxamides without further purification.

Workup

  1. customIn a 12 liter flask is placed
  2. temperatureheated
  3. additionAfter the addition
  4. temperatureheating
  5. filtrationthe solution filtered
  6. customthe remaining solvent removed under reduced pressure
  7. customThe acid chloride is used for the preparation of the carboxamides without further purification

Sources & evidence

ORD record
ord-bdb62434e6a64776a935cd9f2f1be301
Source dataset
uspto-grants-1977_04
Patent number
US04017299

Reaction notes

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