Hydrochloric Acid → HCID 21964369, compound

HRID 270225Notes

Reaction equation

HRID 270225 reaction equation
[OH-].[Na+].CO.C([O:7][C:8]([C:10]1[C:14]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:13][S:12][C:11]=1[N:22]1[C:30](=[O:31])[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23]1=[O:32])=[O:9])C.Cl>O>[CH2:15]([C:14]1[C:10]([C:8]([OH:9])=[O:7])=[C:11]([N:22]2[C:23](=[O:32])[C:24]3[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:30]2=[O:31])[S:12][CH:13]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 68858530HCID 68858530, compound

Product 1

HCID 21964369HCID 21964369, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of NaOH (1.4 mmol) in a 1:1 mixture of methanol:H2O (6 mL) is added 4-benzyl-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-thiophene-3-carboxylic acid ethyl ester (0.7 mmol, Example 32, Part E). The mixture is heated to reflux for 90 min, then diluted with water (12 mL), chilled in an ice bath, and acidified with concentrated HCl. The product that precipitates is collected by filtration, washed with water, and dried, affording the desired compound.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 90 min
  3. temperaturechilled in an ice bath
  4. customThe product that precipitates
  5. filtrationis collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-829cb0af5d5942b5a34c56aacf7b5485
Source dataset
uspto-grants-2008_11
Patent number
US07449490B2

Reaction notes

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