Dimethylformamide → HCID 10072817, compound

HRID 1576111Notes

Reaction equation

HRID 1576111 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]1([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=2[F:17])[O:9][CH2:8][CH2:7][O:6]1.[O:18]=[C:19]1[C:23]2([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[N:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:21][NH:20]1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[O:18]=[C:19]1[C:23]2([CH2:24][CH2:25][N:26]([CH2:2][CH2:3][CH2:4][C:5]3([C:10]4[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=4[F:17])[O:9][CH2:8][CH2:7][O:6]3)[CH2:27][CH2:28]2)[N:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:21][NH:20]1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 102444732-(3-Chloropropyl)-2-(2,4-difluorophenyl)-1,3-dioxolane

Product 1

HCID 10072817HCID 10072817, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-chloro-1-(2,4-difluorophenyl)-1,1-ethylenedioxybutane (5.3 g), 4-oxo-1-phenyl-1,3,8-triazaspiro[4,5]decane (4.6 g), anhydrous potassium carbonate (0.1 g) and dimethylformamide (58 ml) was heated under refluxing for 2.5 hours. After cooling, the reaction mixture was poured into cold water (400 ml) with vigorous stirring, and the precipitate was collected and washed with water to yield 4-(4-oxo-1-phenyl-1,3,8-triazaspiro[4,5]decan-8-yl)-1-(2,4-difluorophenyl)-1,1-ethylenedioxybutane. M.P. 58° - 62°C.

Workup

  1. temperaturewas heated
  2. temperatureunder refluxing for 2.5 hours
  3. temperatureAfter cooling
  4. customthe precipitate was collected
  5. washwashed with water

Sources & evidence

ORD record
ord-638157bc42c940b1865dec0cb8399029
Source dataset
uspto-grants-1976_09
Patent number
US03979390

Reaction notes

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