Hydrochloric Acid → HCID 21964355, compound

HRID 2212307Notes

Reaction equation

HRID 2212307 reaction equation
[OH-].[Na+].CO.C([O:7][C:8]([C:10]1[C:14]([C:15]2([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=3)[S:20][CH2:19][CH2:18][CH2:17][S:16]2)=[CH:13][S:12][C:11]=1[N:28]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]1=[O:38])=[O:9])C.Cl>O>[Cl:27][C:23]1[CH:22]=[C:21]([C:15]2([C:14]3[C:10]([C:8]([OH:9])=[O:7])=[C:11]([N:28]4[C:36](=[O:37])[C:35]5[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=5)[C:29]4=[O:38])[S:12][CH:13]=3)[S:20][CH2:19][CH2:18][CH2:17][S:16]2)[CH:26]=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 86607191HCID 86607191, compound

Product 1

HCID 21964355HCID 21964355, 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-[2-(3-Chlorophenyl)-1,3-dithian-2-yl]-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-thiophene-3-carboxylic acid ethyl ester (0.7 mmol, Example 27 & 28, Part D). The mixture is heated to reflux for 90 minutes, 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 minutes
  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-b803f63563284da4b5d642d42f6e1e98
Source dataset
uspto-grants-2006_09
Patent number
US07101905B2

Reaction notes

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