1-Nitroso-2-naphthol → HCID 22486103, compound

HRID 2181380Notes

Reaction equation

HRID 2181380 reaction equation
[N:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[OH:13])=O.[CH3:14][N:15]1[C:23]2[C:18](=[CH:19][C:20]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:21][CH:22]=2)[C:17]([CH3:30])([CH3:29])[C:16]1=[CH2:31]>C(O)C>[CH3:14][N:15]1[C:16]2([O:13][C:4]3[CH:5]=[CH:6][C:7]4[C:12]([C:3]=3[N:1]=[CH:31]2)=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:17]([CH3:30])([CH3:29])[C:18]2[C:23]1=[CH:22][CH:21]=[C:20]([O:24][C:25]([F:26])([F:27])[F:28])[CH:19]=2

Participants

4

Reactant 2

HCID 85801-Nitroso-2-naphtholHCID 22486113HCID 22486113, compound

Product 1

HCID 22486103HCID 22486103, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-nitroso-2-naphthol (0.50 g, 2.89 mmol) and 1,3,3-trimethyl-5-trifluoromethoxy-2-methylene-indoline (0.71 g, 2.77 mmol) in ethanol (30 ml) was heated under nitrogen and refluxed for 20 hrs. The solvent was then evaporated and the residue was chromatographed over silica (ethyl acetate/petroleum ether 1:10). After crystallization in ethanol, the yield of the pure product (colorless crystals) was 0.2 g (18%).

Workup

  1. temperaturerefluxed for 20 hrs
  2. customThe solvent was then evaporated
  3. customthe residue was chromatographed over silica (ethyl acetate/petroleum ether 1:10)
  4. customAfter crystallization in ethanol

Sources & evidence

ORD record
ord-a6228973b0234fd682655afe215f7205
Source dataset
uspto-grants-2005_05
Patent number
US06891038B2

Reaction notes

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