2-Chloro-4,6-diphenyl-1,3,5-triazine → HCID 58556470, compound

HRID 2045744Notes

Reaction equation

HRID 2045744 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[C:3]([P:14](=[O:27])([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:2]=1.[H-].[Na+].Cl[C:31]1[N:36]=[C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:34]=[C:33]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[N:32]=1>CN(C=O)C>[C:43]1([C:33]2[N:34]=[C:35]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[N:36]=[C:31]([N:12]3[C:13]4[CH:1]=[CH:2][C:3]([P:14](=[O:27])([C:15]5[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=5)[C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=5)=[CH:4][C:5]=4[C:6]4[C:11]3=[CH:10][CH:9]=[CH:8][CH:7]=4)[N:32]=2)[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1

Participants

5

Reactant 3

HCID 196982-Chloro-4,6-diphenyl-1,3,5-triazineHCID 24758Sodium hydrideHCID 58556588HCID 58556588, compound

Product 1

HCID 58556470HCID 58556470, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

9H-3-carbazolyl(diphenyl)phosphine oxide (8 g), prepared as above, was dissolved in 120 ml of dry N,N′-dimethylformamide under nitrogen. 1.2 g of sodium hydride was added and stirred at room temperature for 1 h. A solution of 2-chloro-4,6-diphenyl-1,3,5-triazine (U-1, 7.0 g) in dry N,N′-dimethylformamide (50 ml) was then added to the reaction mixture. The reaction was further allowed to stir for 24 h. The product was precipitated by pouring the reaction mixture into water. The solid thus obtained was then washed with methanol, followed by n-hexane and dried under vacuum to obtain 9 g of 9-(4,6-diphenyl-1,3,5-triazin-2-yl)-9H-3-carbazolyl(diphenyl)phosphine oxide, compound 8-8 (71%).

Workup

  1. stirringto stir for 24 h
  2. customThe product was precipitated
  3. additionby pouring the reaction mixture into water
  4. customThe solid thus obtained
  5. washwas then washed with methanol
  6. customdried under vacuum

Sources & evidence

ORD record
ord-22f702960f7a47a1a12beec098688743
Source dataset
uspto-grants-2013_11
Patent number
US08592055B2

Reaction notes

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