2-Methoxyethanol → CID 101686797

HRID 1389898Notes

Reaction equation

HRID 1389898 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([O-:14])(=[O:13])=[O:12].[Na+:15].[CH3:16][O:17][CH2:18][CH2:19][OH:20].[OH-].[Na+]>[O-2].[O-2].[Mn+4].O>[CH3:16][O:17][CH2:18][CH2:19][O:20][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([O-:14])(=[O:13])=[O:12].[Na+:15]

Participants

6

Reactant 3

HCID 80192-MethoxyethanolHCID 14798Sodium HydroxideHCID 70350Benzenesulfonic acid, 2-chloro-5-nitro-, sodium salt (1:1)

Product 1

HCID 101686797CID 101686797

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 5.2 g of sodium 2-chloro-5-nitrobenzenesulfonate, 0.6 g of manganese dioxide, 15 ml of 2-methoxyethanol, 1 ml of water and 0.95 g of sodium hydroxide was stirred at 75° C. for 40 minutes. After cooling (to 25° C.), the insoluble materials were removed by filtration and the filtrate was poured into 100 ml of isopropyl alcohol. The crystals thus-precipitated were recovered by filtration to obtain 4.8 g of sodium 2-(2-methoxyethoxy)-5-nitrobenzenesulfonate. Melting Point: 238° to 239° C. The infrared absorption spectrum of this compound was the same as that of the compound obtained in Method 1 above.

Workup

  1. temperatureAfter cooling (to 25° C.)
  2. customthe insoluble materials were removed by filtration
  3. additionthe filtrate was poured into 100 ml of isopropyl alcohol
  4. customThe crystals thus-precipitated
  5. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-d55b4b2b38e2414f868f4d96da8cda15
Source dataset
uspto-grants-1981_01
Patent number
US04246414

Reaction notes

Loading…