Imidazole → HCID 68703264, compound

HRID 1782017Notes

Reaction equation

HRID 1782017 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:11].N1C=CN=C1.Cl[Si:18]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:24])[CH3:23])[CH:19]([CH3:21])[CH3:20]>O1CCCC1>[N+:8]([C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([O:11][Si:18]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:24])[CH3:23])[CH:19]([CH3:21])[CH3:20])[C:2]=1[NH2:1])([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 139400Triisopropylsilyl chlorideHCID 41154952-Amino-3-Nitrophenol

Product 1

HCID 68703264HCID 68703264, compoundYield 105.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-amino-3-nitro-phenol (42.9 g, 278 mmol) and imidazole (28.4 g, 417 mmol) in tetrahydrofuran (750 ml) was treated with chloro-triisopropyl-silane (62.3 g, 323 mmol). After 18 hours the mixture was filtered, diluted with ethyl acetate, washed with water, dried and evaporated to give an oil (91 g).

Workup

  1. filtrationAfter 18 hours the mixture was filtered
  2. additiondiluted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-1340d3bd4404429894d76f1b31fee918
Source dataset
uspto-grants-2009_03
Patent number
US07498326B2

Reaction notes

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