Calcium Carbonate → HCID 18941067, compound

HRID 356124Notes

Reaction equation

HRID 356124 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:13][CH2:12][CH2:11][CH:10]1[C:14](=[S:16])[NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]1=O.C(=O)([O-])[O-].[Ca+2]>C(O)(C)C>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:13][CH2:12][CH2:11][CH:10]1[C:14]1[S:16][C:18]2[CH2:26][C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:19]=2[N:15]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 1372032-Bromo-1-indanoneHCID 18941023HCID 18941023, compound

Product 1

HCID 18941067HCID 18941067, compoundYield 12.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In 50 ml of isopropanol, 0.63 g of 2-(tert-butoxy-carbonylamino)cyclopentanecarbothioamide and 0.54 g of 2-bromo-1-indanone were dissolved. Then, 0.26 g of calcium carbonate was added, followed by heating under reflux for 3 hours. After cooling, the insoluble matter was removed by filtration, and the solvent was evaporated. The resulting residue was subjected to silica gel column chromatography eluted with chloroform-methanol-29% aqueous ammonia (100:10:1). The resulting crystals were recrystallized from diethyl ether, whereby 0.11 g of 2-[2-(tert-butoxycarbonylamino)cyclopentyl]-8H-indeno[1,2-d]thiazole was obtained.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. customthe insoluble matter was removed by filtration
  5. customthe solvent was evaporated
  6. washeluted with chloroform-methanol-29% aqueous ammonia (100:10:1)
  7. customThe resulting crystals were recrystallized from diethyl ether

Sources & evidence

ORD record
ord-13ed4c7bf85040bf85d8d5fa7c6e8218
Source dataset
uspto-grants-1998_11
Patent number
US05834499

Reaction notes

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