Piperidine → HCID 135783954, compound

HRID 1578523Notes

Reaction equation

HRID 1578523 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:7]=1[N+:8]([O-:22])=[C:9]1[C:14](=[N+:15]2[O-:20])[C:13]([OH:21])=[CH:12][CH:11]=[CH:10]1.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(Cl)(Cl)Cl>[N:23]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:7]=2[N+:8]([O-:22])=[C:9]2[C:14](=[N+:15]3[O-:20])[C:13]([OH:21])=[CH:12][CH:11]=[CH:10]2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 135783957HCID 135783957, compound

Product 1

HCID 135783954HCID 135783954, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

6 grams of 6-(3-chloropropoxy)-1-phenazinol 5,10-dioxide and 40ml piperidine were placed in a flask and stirred at room remperature for 21 hours. The reaction mixture was diluted with 500ml of chloroform. The mixture was then washed with water until the aqueous washes were neutral, extracted with 3 × 250ml of 10 percent HCl. Combined acid extracts were neutralized with sodium carbonate and extracted with 4 × 500ml of chloroform. The chloroform extracts were washed with water, dried over sodium sulfate and evaporated in vacuo. The residue was recrystallized from acetone and dried for 16 hours at 50°C to yield 6-(3-piperidinopropoxy)-1-phenazinol 5,10-dioxide, m.p. 92°-97°C (dec.).

Workup

  1. washThe mixture was then washed with water until the aqueous washes
  2. extractionextracted with 3 × 250ml of 10 percent HCl
  3. extractionextracted with 4 × 500ml of chloroform
  4. washThe chloroform extracts were washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue was recrystallized from acetone
  8. customdried for 16 hours at 50°C

Sources & evidence

ORD record
ord-560e65402e174decbaeb5fe4d5705d14
Source dataset
uspto-grants-1976_02
Patent number
US03937707

Reaction notes

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