Hydrochloric Acid → HCID 11274128, compound

HRID 2418778Notes

Reaction equation

HRID 2418778 reaction equation
CN(C)C(=O)C.C1(C)C=CC(S([O:16][C:17]2[CH:22]=[C:21]([C:23]([CH3:30])([CH3:29])[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:20]([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])=[CH:19][C:18]=2[NH2:48])(=O)=O)=CC=1.[O:50]1[CH2:55][CH2:54][N:53]([C:56]2[CH:61]=[CH:60][C:59]([N+:62]([O-:64])=[O:63])=[CH:58][C:57]=2[S:65](Cl)(=[O:67])=[O:66])[CH2:52][CH2:51]1.Cl>N1C=CC=CC=1>[O:50]1[CH2:55][CH2:54][N:53]([C:56]2[CH:61]=[CH:60][C:59]([N+:62]([O-:64])=[O:63])=[CH:58][C:57]=2[S:65]([NH:48][C:18]2[CH:19]=[C:20]([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])[C:21]([C:23]([CH3:29])([CH3:30])[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:22][C:17]=2[OH:16])(=[O:66])=[O:67])[CH2:52][CH2:51]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 11232044HCID 11232044, compoundHCID 20140708HCID 20140708, compound

Product 1

HCID 11274128HCID 11274128, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of N,N-dimethylacetamide (200 ml) containing 20 g (0.0314 mol) of 2-amino-4-hexadecyloxy-5-(1,1,3,3-tetramethylbutyl)phenol paratoluene sulfonate and 12.7 ml of pyridine was added 10.6 g (0.0346 mol) of the compound obtained in Step (b) above with stirring while introducing a nitrogen gas and the mixture was stirred at room temperature for 1 hour. The reaction solution was added to 500 ml of aqueous solution containing 15 ml of hydrochloric acid and the precipitate was extracted with ethyl acetate. The ethyl acetate was washed with water and concentrated. To the residue was added 100 ml of methanol and the crystals thus precipitated were collected by filtration. Yield: 22 g (94%).

Workup

  1. additionwhile introducing a nitrogen gas
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. extractionthe precipitate was extracted with ethyl acetate
  4. washThe ethyl acetate was washed with water
  5. concentrationconcentrated
  6. additionTo the residue was added 100 ml of methanol
  7. customthe crystals thus precipitated
  8. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-b9a12b5908a441528c72256ed53cc0ee
Source dataset
uspto-grants-1984_09
Patent number
US04473632

Reaction notes

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