Ethanol → HCID 18957926, compound

HRID 2379121Notes

Reaction equation

HRID 2379121 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([OH:20])=[O:19])=[CH:17][C:12]=2[N:11]=[CH:10]1.S(=O)(=O)(O)O.[CH2:26](O)[CH3:27]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([N:9]2[C:13]3[CH:14]=[CH:15][C:16]([C:18]([O:20][CH2:26][CH3:27])=[O:19])=[CH:17][C:12]=3[N:11]=[CH:10]2)[CH:4]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 54272706HCID 54272706, compound

Product 1

HCID 18957926HCID 18957926, compound

Procedure

A mixture of 4a (170 mg, 0.59 mmol), conc. sulfuric acid (3 mg, 0.029 mmol), and 99% ethanol (10 ml) was refluxed for 1 h. Silica gel was added to the mixture and the solvent was evaporated. The silica gel containing the crude product was put on top of a silica gel column and the product was eluated by methylene chloride/ethanol (9:1). Yield 120 mg, mp>360° C.

Workup

  1. temperaturewas refluxed for 1 h
  2. additionSilica gel was added to the mixture
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e84868982ef94dab8c43eb5db815eed4
Source dataset
uspto-grants-1994_11
Patent number
US05360809

Reaction notes

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