Dichloromethane → HCID 19002930, compound

HRID 2259506Notes

Reaction equation

HRID 2259506 reaction equation
C[Si](C)(C)[C:3]1[O:11][C:10]2[C:5](=[N:6][C:7]([CH3:12])=[CH:8][CH:9]=2)C=1.[Cl:15]N1C(=O)N(Cl)C(=O)N(Cl)C1=O.CCOC(C)=O.[CH2:33]([Cl:35])Cl>CCCCCC>[Cl:15][C:3]1[O:11][C:10]2[C:5](=[N:6][C:7]([CH3:12])=[CH:8][CH:9]=2)[C:33]=1[Cl:35]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6909Trichloroisocyanuric AcidHCID 8857Ethyl AcetateHCID 114356745-Methyl-2-trimethylsilanyl-furo[3,2-b]pyridine

Product 1

HCID 19002930HCID 19002930, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-trimethylsilyl-5-methylfurano[3,2-b]pyridine (1.05 g, 5.15 mmol) in CH2Cl2 (16 mL) at 0° C. was added trichloroisocyanuric acid (1.2 g, 5.15 mmol). The mixture was stirred at 0° C. for 30 rain and then at r.t. for 20 hr. A solution of 30% EtOAc in hexane was added. The resulting mixture was filtered through a short bed of silica gel and eluted with more 30% EtOAc in hexane. Evaporation of the filtrate gave 1.0 g (96%) of the title compound.

Workup

  1. filtrationThe resulting mixture was filtered through a short bed of silica gel
  2. washeluted with more 30% EtOAc in hexane
  3. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-0b2b9cb5b35d403da2a02636feebfe8b
Source dataset
uspto-grants-1995_12
Patent number
US05472964

Reaction notes

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