Triethylamine → HCID 18953200, compound

HRID 1491530Notes

Reaction equation

HRID 1491530 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[NH:8]([C:10]1[CH:15]=[CH:14][C:13]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:12][CH:11]=1)N.[C:20]([CH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)(=O)[CH3:21]>CO>[CH3:21][C:20]1[C:23]2([CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([S:16]([OH:19])(=[O:18])=[O:17])[CH:14]=2)[N:8]=1.[CH2:1]([NH+:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 668254-Hydrazinobenzenesulfonic acidHCID 98773651-(Tetrahydro-2H-pyran-4-yl)ethanone

Product 1

HCID 18953200HCID 18953200, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9.8 ml of triethylamine was added to a solution of 6.59 of p-hydrazinobenzenesulfonic acid in 30 ml of methanol to obtain a homogeneous solution. Then, to the solution was added 4.49 g of 4-acetyltetrahydropyran and refluxed for 1 hour. The solvent was evaporated under reduced pressure, followed by adding 30 ml of acetic acid and refluxing for 30 hours. Acetic acid was evaporated under reduced pressure and 7.1 g of desired oily product was isolated by silica gel column chromatography.

Workup

  1. customto obtain a homogeneous solution
  2. temperaturerefluxed for 1 hour
  3. customThe solvent was evaporated under reduced pressure
  4. additionby adding 30 ml of acetic acid
  5. temperaturerefluxing for 30 hours
  6. customAcetic acid was evaporated under reduced pressure and 7.1 g of desired oily product
  7. customwas isolated by silica gel column chromatography

Sources & evidence

ORD record
ord-6d2abd15fb42464a81d16fad7ea5aac7
Source dataset
uspto-grants-1994_12
Patent number
US05370956

Reaction notes

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