Ammonia → HCID 1390563, compound

HRID 441494Notes

Reaction equation

HRID 441494 reaction equation
[C:1]1(=[O:20])[N:5]([C:6]2([C:12](Cl)=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[C:4](=[O:15])[C:3]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:2]12.[NH3:21]>O1CCCC1>[C:1]1(=[O:20])[N:5]([C:6]2([C:12]([NH2:21])=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[C:4](=[O:15])[C:3]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:2]12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22761014HCID 22761014, compound

Product 1

HCID 1390563HCID 1390563, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
5 °C

Procedure

The crude 1-phthalimidocyclohexanecarbonyl chloride prepared above in Step 3 is dissolved in 3.5 l tetrahydrofuran, and the solution cooled to 5° C. Ammonia is than bubbled into the solution with stirring until infra-red analysis of the liquid phase indicates that all the acid chloride is converted to the amide. The reaction mixture is then poured into 8 l of water with stirring, the product removed by filtration, washed with water and air-dried to give 259.1 of 1-phthalimidocyclohexanecarboxamide, melting point 224°-226° C.

Workup

  1. customthan bubbled into the solution
  2. additionThe reaction mixture is then poured into 8 l of water
  3. stirringwith stirring
  4. customthe product removed by filtration
  5. washwashed with water
  6. customair-dried

Sources & evidence

ORD record
ord-71cf406bf4ee4af7ad58293f6757d982
Source dataset
uspto-grants-1977_08
Patent number
US04041045

Reaction notes

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