Sodium Bicarbonate → 2-Methoxy-4-(phenylamino)-benzenediazonium hexadecyl sulfate

HRID 1005622Notes

Reaction equation

HRID 1005622 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].C([O-])(O)=O.[Na+].[S:28]([O-:48])([O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])(=[O:30])=[O:29].[Na+]>O>[CH2:32]([O:31][S:28]([O-:48])(=[O:30])=[O:29])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47].[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

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 13643126Benzenediazonium, 2-methoxy-4-(phenylamino)-, sulfate (1:1)HCID 23695542Cetyl sulfate sodium salt

Product 1

HCID 219721892-Methoxy-4-(phenylamino)-benzenediazonium hexadecyl sulfate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

3.25 g of 2-methoxy-4-(phenylamino)-benzenediazonium bisulfate (Diverstec, Fort Collins, Colo.) in 50 ml of water was neutralized with 0.8 g of NaHCO3 in 25 ml water, and marked the container with A. 3.45 g of sodium hexadecyl sulfate (TCI America, Portland, Oreg.) was dissolved in 150 ml of water AT 50° C., and marked the container with B. While stirring, solution A was slowly added into solution B and the precipitate was formed after mixing was completed. The reaction mixture was stored in dark at 0-5° C. for 12 hours. The solid was collected by filtration and then dried by vacuum. The yield was 5.4 g.

Workup

  1. customthe precipitate was formed
  2. additionafter mixing
  3. customdark at 0-5° C.
  4. customfor 12 hours
  5. filtrationThe solid was collected by filtration
  6. customdried by vacuum

Sources & evidence

ORD record
ord-41636ae342dd42bfafeeba3541484667
Source dataset
uspto-grants-2004_09
Patent number
US06787281B2

Reaction notes

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