Diethylene Glycol → HCID 12750548, compound

HRID 1657755Notes

Reaction equation

HRID 1657755 reaction equation
N[C:2]1[CH:7]=[CH:6][CH:5]=C[C:3]=1[C:8]1[S:9](=O)[CH:10]=[CH:11][CH:12]=1.[OH-].[K+].O.[NH2:17]N.C(O)CO[CH2:22][CH2:23]O>>[NH2:17][C:23]1[CH:22]=[CH:5][CH:6]=[CH:7][C:2]=1[CH2:3][C:8]1[S:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 70083062HCID 70083062, compound

Product 1

HCID 12750548HCID 12750548, compound

Procedure

14.8 g of 2-(2-amino-phenyl)-thienone, 23.8 g of solid potassium hydroxide and 19.6 g of hydrazine hydrate are heated to the boil at reflux in 180 cc of diethylene glycol for 3 hours. After diluting the reaction mixture with ice water, extraction is effected with ether. The ether phase is washed thrice with water, dried over sodium sulphate and concentrated. 2-(2-aminobenzyl)-thiophene is obtained in the form of a light yellow oil having a B.P. of 128°-130° at 0.1 mm of Hg.

Workup

  1. additionAfter diluting the reaction mixture
  2. extractionwith ice water, extraction
  3. washThe ether phase is washed thrice with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3a3037af39dc408996b53202e15da0f4
Source dataset
uspto-grants-1976_06
Patent number
US03962248

Reaction notes

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