HCID 73462281, compound → HCID 86760641, compound

HRID 900645Notes

Reaction equation

HRID 900645 reaction equation
[ClH:1].O[CH:3]([CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:4][O:5][N:6]=[C:7]([Cl:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>S(Cl)(Cl)=O>[Cl:1][CH:3]([CH2:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:4][O:5][N:6]=[C:7]([Cl:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 73462281HCID 73462281, compound

Product 1

HCID 86760641HCID 86760641, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

2.0 g of N-[2-hydroxy-3-(1-piperidinyl)propoxy]-benzimidoyl-chloride hydrochloride is dissolved in 10 ml of thionylchloride, then the solution is boiled for 2 hours. The thionylchloride is distilled off; the evaporation residue is taken up in 50 ml of methanol, then evaporated. The light yellow evaporation residue (m=2.48 g) is dissolved in 12.5 ml of ethanol and crystallized with 50 ml of ether. The separated precipitate is filtered off, and washed with a mixture of ethanol/ether.

Workup

  1. distillationThe thionylchloride is distilled off
  2. customevaporated
  3. dissolutionThe light yellow evaporation residue (m=2.48 g) is dissolved in 12.5 ml of ethanol
  4. customcrystallized with 50 ml of ether
  5. filtrationThe separated precipitate is filtered off
  6. washwashed with a mixture of ethanol/ether

Sources & evidence

ORD record
ord-78606fd999714a50bb18da8478777c9e
Source dataset
uspto-grants-2008_04
Patent number
US07361655B2

Reaction notes

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