Phenothiazine → HCID 10935860, compound

HRID 338042Notes

Reaction equation

HRID 338042 reaction equation
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH2:17](Br)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>CN(C)C=O>[CH2:17]([N:13]1[C:14]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[S:6][C:7]2[C:12]1=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 7108PhenothiazineHCID 81401-BromooctaneHCID 24758Sodium hydride

Product 1

HCID 10935860HCID 10935860, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Adding phenothiazine (5 g, 25 mmol), sodium hydride (1.8 g) into the N,N-dimethyl formamide (30 mL), stirring, and then dropping n-octyl bromide (5.4 g, 28 mmol) into the mixture. Cease reaction after 2 hours, putting the mixture into 300 mL distilled water for, extracting by n-hexane, rotary evaporation of the solvent, using n-hexane as eluent to elutriate the crude product, then separating by silica gel column chromatography to obtain a yellow sticky product, the yield was 81%.

Workup

  1. customCease reaction after 2 hours
  2. distillationdistilled water for,
  3. extractionextracting by n-hexane, rotary evaporation of the solvent
  4. customseparating by silica gel column chromatography
  5. customto obtain a yellow sticky product

Sources & evidence

ORD record
ord-6b5138d0062c44a881ae8e514f19037b
Source dataset
uspto-grants-2014_11
Patent number
US08889825B2

Reaction notes

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