Hydrochloric Acid → HCID 19974116, compound

HRID 1451397Notes

Reaction equation

HRID 1451397 reaction equation
[OH-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:17][CH:18]([OH:25])[C:19]2[N:20]=[C:21]([NH2:24])[S:22][CH:23]=2)[CH3:15])=[CH:9][CH:8]=1)([O:5]C)=[O:4].O.Cl>O1CCOCC1.CO>[C:3]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:17][CH:18]([OH:25])[C:19]2[N:20]=[C:21]([NH2:24])[S:22][CH:23]=2)[CH3:15])=[CH:9][CH:8]=1)([OH:5])=[O:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 19974151HCID 19974151, compound

Product 1

HCID 19974116HCID 19974116, compound

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

13.6 ml (0.0136 mol) of 1N sodium hydroxide solution are added dropwise at room temperature to a solution of 1.5 g (0.0034 mol) of N-[2-(4-carbomethoxyphenyl)-1-methyl-ethyl]-N-benzyl-2-hydroxy-2-(2-amino-thiazol-4-yl)-ethanamine in dioxan/methanol=1:1 within 10 minutes, with stirring. After 1 hour 20 ml of water are added dropwise sufficiently slowly that a solution is always maintained. After 16 hours 13.5 ml (0.0136 mol) of 1N hydrochloric acid are added, and the mixture is extracted with methylene chloride which is dried over sodium sulphate and evaporated to dryness, and the resulting base is purified on a silica gel column using ethyl acetate/methanol=9:1.

Workup

  1. temperatureis always maintained
  2. extractionthe mixture is extracted with methylene chloride which
  3. dry with materialis dried over sodium sulphate
  4. customevaporated to dryness
  5. customthe resulting base is purified on a silica gel column

Sources & evidence

ORD record
ord-4d560eaa65d04de4ba5b812c00fc9184
Source dataset
uspto-grants-1997_02
Patent number
US05604225

Reaction notes

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