Methanol → HCID 22004402, compound

HRID 324354Notes

Reaction equation

HRID 324354 reaction equation
CO.[OH-].[Na+].[Cl:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[C:12]([N:16]1[CH2:21][CH2:20][CH:19]([C:22]([O:24]CC)=[O:23])[CH2:18][CH2:17]1)=[N:11][N:10]=[C:9]2[NH:27][CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([Cl:37])[CH:30]=1>O1CCCC1>[C:22]([CH:19]1[CH2:20][CH2:21][N:16]([C:12]2[C:13]3[C:8](=[CH:7][C:6]([Cl:5])=[CH:15][CH:14]=3)[C:9]([NH:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([Cl:37])[CH:30]=3)=[N:10][N:11]=2)[CH2:17][CH2:18]1)([OH:24])=[O:23]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 22004356HCID 22004356, compound

Product 1

HCID 22004402HCID 22004402, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methanol (50 ml), tetrahydrofuran (50 ml) and 1N aqueous solution (10 ml) of sodium hydroxide were added to 3.00 g of the compound prepared in Example 42. The obtained mixture was stirred at room temperature overnight and freed from the solvent by vacuum distillation. The residue was dissolved in 100 ml of water, followed by the addition of 10 ml of 1N hydrochloric acid. The crystals thus precipitated were recovered by filtration to give 2.76 g of the title compound as a pale-yellow crystal.

Workup

  1. distillationfreed from the solvent by vacuum distillation
  2. dissolutionThe residue was dissolved in 100 ml of water
  3. additionfollowed by the addition of 10 ml of 1N hydrochloric acid
  4. customThe crystals thus precipitated
  5. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-6e19fae978b34d2c885c69d0cdad838e
Source dataset
uspto-grants-2001_04
Patent number
US06218392B1

Reaction notes

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