Acetic Acid → HCID 86744995, compound

HRID 2248837Notes

Reaction equation

HRID 2248837 reaction equation
F[P-](F)(F)(F)(F)F.[S:8]([C:15]1[CH:20]=[CH:19][C:18]([N+:21]#[N:22])=[CH:17][CH:16]=1)([C:11]([F:14])([F:13])[F:12])(=[O:10])=[O:9].C(O)(=O)C.[OH:27][CH2:28][CH2:29][CH2:30][CH2:31][N:32]([CH3:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C([O-])(=O)C.[Na+]>O>[S:8]([C:15]1[CH:16]=[CH:17][C:18]([N:21]=[N:22][C:36]2[CH:37]=[CH:38][C:33]([N:32]([CH2:31][CH2:30][CH2:29][CH2:28][OH:27])[CH3:39])=[CH:34][CH:35]=2)=[CH:19][CH:20]=1)([C:11]([F:13])([F:14])[F:12])(=[O:10])=[O:9]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 100581051-Butanol, 4-(methylphenylamino)-HCID 19995062HCID 19995062, compound

Product 1

HCID 86744995HCID 86744995, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 38.2 g (0.1 mole) of 4-triflylbenzenediazonium hexafluorophosphate in a 50:50 mixture of glacial acetic acid and water at 0° C. is added 17.9 g (0.1 mole) of N-4-hydroxybutyl-N-methylaniline dropwise. The reaction mixture is stirred at 0° C. for 15 minutes, and 12.3 g (0.15 mole) of sodium acetate is added with stirring. The reaction is stirred at 0° C. for 30 minutes and then warmed to room temperature and stirred for 16 hours. Compound C is collected by filtration and purified by recrystallization from ethanol.

Workup

  1. stirringwith stirring
  2. stirringThe reaction is stirred at 0° C. for 30 minutes
  3. temperaturewarmed to room temperature
  4. stirringstirred for 16 hours
  5. filtrationCompound C is collected by filtration
  6. custompurified by recrystallization from ethanol

Sources & evidence

ORD record
ord-4fb4f9c7b7eb45bab0234c018477af63
Source dataset
uspto-grants-1991_08
Patent number
US05041510

Reaction notes

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