Hydrochloric Acid → HCID 13799422, compound

HRID 329433Notes

Reaction equation

HRID 329433 reaction equation
[CH2:1]([OH:7])[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1.[H-].[Na+].Cl[C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[C:13]([C:20]2[NH:21][C:22](=[O:29])[C:23]([CH:26]([CH3:28])[CH3:27])([CH3:25])[N:24]=2)[N:12]=1.Cl>CN(C)C=O.O>[CH:26]([C:23]1([CH3:25])[C:22](=[O:29])[NH:21][C:20]([C:13]2[N:12]=[C:11]([O:7][CH2:1][CH:2]3[O:6][CH2:5][CH2:4][CH2:3]3)[CH:19]=[CH:18][C:14]=2[C:15]([OH:17])=[O:16])=[N:24]1)([CH3:28])[CH3:27]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7360Tetrahydrofurfuryl alcoholHCID 24758Sodium hydrideHCID 13250636HCID 13250636, compound

Product 1

HCID 13799422HCID 13799422, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

1.0 ml (0.01 mol) tetrahydrofurfuryl alcohol are added to a mixture of 1.0 g (0.033 mol) sodium hydride (80%) in 10 ml dimethylformamide and after-stirred for 1 hour. Then, 2.95 g (0.01 mol) 6-chloro-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-nicotinic acid, dissolved in 10 ml dimethylformamide, are added dropwise. The mixture is then stirred for 1 hour at 50°-60° C., cooled to room temperature, then 10 ml water is added, followed by acidifying with concentrated hydrochloric acid. The product is extracted with methylene chloride, the extract is dried across magnesium sulfate, filtered and compressed. After a certain period the product crystallizes from the obtained oil.

Workup

  1. additionare added dropwise
  2. stirringThe mixture is then stirred for 1 hour at 50°-60° C.
  3. extractionThe product is extracted with methylene chloride
  4. dry with materialthe extract is dried across magnesium sulfate
  5. filtrationfiltered
  6. customAfter a certain period the product crystallizes from the obtained oil

Sources & evidence

ORD record
ord-cd57c065e625495daa56ee4a7933c406
Source dataset
uspto-grants-1990_01
Patent number
US04891428

Reaction notes

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