Sulfuric Acid → 1-(3-Chlorophthalimido)cyclohexanecarboxamide

HRID 1579071Notes

Reaction equation

HRID 1579071 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][CH:18]=[C:4]2[C:5]([N:7]([C:10]3([C:16]#[N:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[C:8](=[O:9])[C:3]=12)=[O:6].S(=O)(=O)(O)[OH:22]>C(Cl)Cl>[Cl:1][C:2]1[CH:20]=[CH:19][CH:18]=[C:4]2[C:5]([N:7]([C:10]3([C:16]([NH2:17])=[O:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]3)[C:8](=[O:9])[C:3]=12)=[O:6]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 21441241HCID 21441241, compound

Product 1

HCID 932671-(3-Chlorophthalimido)cyclohexanecarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution containing 300 mgs. 3-chloro-N-(1-cyanocyclohexyl)-phthalimide in 3ml. methylene chloride is added, with good stirring, 0.38 ml. concentrated sulfuric acid. After 0.5 hour, ice is added and the aqueous phase extracted with chloroform. The organic phase is washed with water, dried and evaporated to give the 1-(3-chlorophthalimido)cyclohexanecarboxamide which can be purified by recrystallization from aqueous ethanol, m.p. 193°-194°C.

Workup

  1. additionTo a solution containing 300 mgs
  2. additionice is added
  3. extractionthe aqueous phase extracted with chloroform
  4. washThe organic phase is washed with water
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-992df66fc51948e6b53206a446a75712
Source dataset
uspto-grants-1976_02
Patent number
US03940419

Reaction notes

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