Pyridine → HCID 54176274, compound

HRID 1995081Notes

Reaction equation

HRID 1995081 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([NH2:15])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.N1C=CC=CC=1.ClC(Cl)Cl.[C:26](Cl)(=[O:34])[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][N:12]([NH:15][C:26](=[O:34])[O:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6212ChloroformHCID 15891Phenyl chloroformateHCID 12952716HCID 12952716, compound

Product 1

HCID 54176274HCID 54176274, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 8 parts of 4-(4-methoxyphenyl)-1-piperazinamine in 5 parts of pyridine and 45 parts of trichloromethane are added dropwise during a 30 minutes period 7.8 parts of phenyl carbonochloridate. Upon completion, stirring is continued for 30 minutes at room temperature. Water is added to the reaction mixture and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is triturated in 4-methyl-2-pentanone. The product is filtered off and crystallized from 1,4-dioxane, yielding 9 parts (70%) of phenyl [4-(4-methoxyphenyl)-1-piperazinyl]carbamate.

Workup

  1. extractionthe product is extracted with trichloromethane
  2. customThe extract is dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue is triturated in 4-methyl-2-pentanone
  6. filtrationThe product is filtered off
  7. customcrystallized from 1,4-dioxane

Sources & evidence

ORD record
ord-5257e4ea5746428c92929c3d0fa134a0
Source dataset
uspto-grants-1983_09
Patent number
US04402957

Reaction notes

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