2-Methoxyethanol → CID 101686797

HRID 1105978

Reaction equation

HRID 1105978 reaction equation
[H-].[Na+:2].Cl[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1[S:13]([O-:16])(=[O:15])=[O:14].[Na+].[CH3:18][O:19][CH2:20][CH2:21][OH:22]>>[CH3:18][O:19][CH2:20][CH2:21][O:22][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1[S:13]([O-:16])(=[O:15])=[O:14].[Na+:2]

Participants

4

Reactant 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 70350Benzenesulfonic acid, 2-chloro-5-nitro-, sodium salt (1:1)

Product 1

HCID 101686797CID 101686797

Procedure

To a solution of sodium 2-methoxy-ethylate prepared by adding 7.3 g of sodium hydride (14.6 g as a state of 50% liquid paraffin dispersion) to 300 ml of methyl cellosolve, 55 g of sodium 2-chloro-5-nitrobenzenesulfonate was added with stirring. The reaction mixture was heated to a temperature from about 80° to 85° C. in a hot water bath with stirring for 30 minutes. After carried out filtration with heating, 1.5 liters of isopropyl alcohol were added to the filtrate. The crystals thus-formed were separated by filtration and washed with 100 ml of isopropyl alcohol. Yield: 59 g. m.p.: 238°-239° C.

Workup

  1. additionwas added
  2. temperatureThe reaction mixture was heated to a temperature from about 80° to 85° C. in a hot water bath
  3. stirringwith stirring for 30 minutes
  4. filtrationfiltration
  5. temperaturewith heating
  6. addition1.5 liters of isopropyl alcohol were added to the filtrate
  7. customThe crystals thus-formed
  8. customwere separated by filtration
  9. washwashed with 100 ml of isopropyl alcohol

Sources & evidence

ORD record
ord-81947996217e4882a2afc6a74b88be4f
Source dataset
uspto-grants-1982_01
Patent number
US04310693

Linked notes

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