Benzenediazonium, 2-methoxy-4-(phenylamino)-, sulfate (1:1) → Benzenediazonium, 2-methoxy-4-(phenylamino)-, hexafluorophosphate(1-) (1:1)

HRID 963124Notes

Reaction equation

HRID 963124 reaction equation
S([O-])(O)(=O)=O.[CH3:6][O:7][C:8]1[CH:13]=[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]=[CH:10][C:9]=1[N+:21]#[N:22].[F:23][P-:24]([F:29])([F:28])([F:27])([F:26])[F:25].[K+]>O>[F:23][P-:24]([F:29])([F:28])([F:27])([F:26])[F:25].[CH3:6][O:7][C:8]1[CH:13]=[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]=[CH:10][C:9]=1[N+:21]#[N:22]

Participants

4

Reactant 2

HCID 13643126Benzenediazonium, 2-methoxy-4-(phenylamino)-, sulfate (1:1)HCID 23688904Potassium hexafluorophosphate

Product 1

HCID 22062508Benzenediazonium, 2-methoxy-4-(phenylamino)-, hexafluorophosphate(1-) (1:1)Yield 87.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 12 grams (37.1 mmol, 1.0 eq) of 2-methoxy-4-(phenylamino)benzenediazonium hydrogen sulfate (TCI America, Portland, Org.) in 600 mL of water was heated to 35°-40° C. and then filtered. To the filtrate was added a solution of 9.6 grams (52.0 mmol, 1.4 eq) of potassium hexafluorophosphate in 220 mL of water and a precipitate formed immediately. The mixture was stirred for 2 hours and collected by filtration, washed with water and then with approximately 100 mL of isopropanol and air dried to give 12.05 grams (87.5% yield) of 2-methoxy-4-phenylaminobenzenediazonium hexafluorophosphate.

Workup

  1. temperaturewas heated to 35°-40° C.
  2. filtrationfiltered
  3. customa precipitate formed immediately
  4. filtrationcollected by filtration
  5. washwashed with water
  6. dry with materialwith approximately 100 mL of isopropanol and air dried

Sources & evidence

ORD record
ord-51aebb30de104e51a926922f47ab3ba3
Source dataset
uspto-grants-1998_06
Patent number
US05763134

Reaction notes

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