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

HRID 1070374Notes

Reaction equation

HRID 1070374 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+].S([O-])(OCCCCCCCCCCCCCCCC)(=O)=O>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

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 3938668CID 3938668HCID 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 (Diversitec, Fort Collins, Colo.) in 50 ml of water was neutralized with 0.8 g of sodium bicarbonate in 25 ml water. 3.45 g of sodium hexadecyl sulfate (TCI America, Portland, Oreg., USA) was dissolved in 150 ml of water at 50° C. The solution of the diazonium salt as slowly added to the hexadecyl sulfate solution with stirring. The reaction mixture was stored in the dark at 0-5° C. for 12 hours. The resulting precipitate was filtered off and dried in vacuum. Yield: 5.4 g.

Workup

  1. customdark at 0-5° C.
  2. customfor 12 hours
  3. filtrationThe resulting precipitate was filtered off
  4. customdried in vacuum

Sources & evidence

ORD record
ord-c1c7529d62d5445eada70d448a82d935
Source dataset
uspto-grants-2005_06
Patent number
US06902861B2

Reaction notes

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