Water → 2-[2-(2-Methoxyethoxy)-5-aminobenzenesulfonamido]-4-hexadecyloxy-5-methylphenol

HRID 224577Notes

Reaction equation

HRID 224577 reaction equation
CO[CH2:3][CH2:4][O:5][C:6]1[C:11]([N+]([O-])=O)=[CH:10][CH:9]=[CH:8][C:7]=1[S:15]([NH:18][C:19]1[CH:24]=[C:23]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[C:22]([CH3:42])=[CH:21][C:20]=1[OH:43])(=[O:17])=[O:16].[Cl-].[NH4+:45].[OH2:46].[CH:47](O)(C)C>[Fe]>[CH3:47][O:46][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:45])=[CH:8][C:7]=1[S:15]([NH:18][C:19]1[CH:24]=[C:23]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[C:22]([CH3:42])=[CH:21][C:20]=1[OH:43])(=[O:16])=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 3776IsopropanolHCID 25517Ammonium ChlorideHCID 20512803HCID 20512803, compound

Product 1

HCID 205128082-[2-(2-Methoxyethoxy)-5-aminobenzenesulfonamido]-4-hexadecyloxy-5-methylphenol

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

32 g of 2-[2-(2-methoxyethoxy)nitrobenzenesulfonamido]-4-hexadecyloxy-5-methylphenol, 24 g of iron powder, 12 g of Fe3O4, 0.6 g of ammonium chloride and 25 ml of water were added to 300 ml of isopropyl alcohol and the mixture was refluxed in a stream bath with stirring for 1 hour. After completion of the reaction, the mixture was filtered while hot and the filtrate was cooled with ice. The crystals thus-precipitated were recovered by filtration, washed with 50 ml of isopropyl alcohol and air-dried.

Workup

  1. temperaturethe mixture was refluxed in a stream bath
  2. customAfter completion of the reaction
  3. filtrationthe mixture was filtered while hot and the filtrate
  4. temperaturewas cooled with ice
  5. customThe crystals thus-precipitated
  6. filtrationwere recovered by filtration
  7. washwashed with 50 ml of isopropyl alcohol
  8. customair-dried

Sources & evidence

ORD record
ord-0b25642d47d441b3a6173756fde92de6
Source dataset
uspto-grants-1980_11
Patent number
US04233237

Reaction notes

Loading…