1,1'-Carbonyldiimidazole → HCID 56777241, compound

HRID 1777777Notes

Reaction equation

HRID 1777777 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][NH2:9])[N:3]=1.[C:10](N1C=CN=C1)(N1C=CN=C1)=[O:11]>C1COCC1.O.CCOC(C)=O>[Br:1][C:2]1[N:3]2[C:10](=[O:11])[NH:9][N:8]=[C:4]2[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 193925882-Bromo-6-hydrazinopyridine

Product 1

HCID 56777241HCID 56777241, compoundYield 64%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-2 (1.1 g, 5.85 mmol) in THF (50 mL) was added carbonyldiimidazole (1.14 g, 7.02 mmol), and the mixture was stirred for 1 h. The reaction was diluted with water (150 mL) and EtOAc (150 mL), causing a precipitate to form. The mixture was filtered through a sintered glass filter, yielding 0.8 g (64%) of 2-3 as a tan solid. 1H NMR (300 MHz, CHCl3-d) δ 9.34 (s, 1H), 7.03 (m, 1H), 6.85 (m, 1H), 6.59 (m, 1H).

Workup

  1. customto form
  2. filtrationThe mixture was filtered through a sintered glass
  3. filtrationfilter

Sources & evidence

ORD record
ord-42250aebb79647e7809a31347f963412
Source dataset
uspto-grants-2016_02
Patent number
US09266881B2

Reaction notes

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