Imidazole → HCID 68703264, compound

HRID 1437371Notes

Reaction equation

HRID 1437371 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-a27a941f6f3346df88da5e16f029b5e2
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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