Methanol → HCID 15035173, compound

HRID 1656428Notes

Reaction equation

HRID 1656428 reaction equation
[OH-].[Na+].[N+:3]([CH:6]=[CH:7][NH:8][C:9]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:10]=1[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O)([O-:5])=[O:4].CO>O>[N+:3]([C:6]1[CH:7]=[N:8][C:9]2[C:10]([C:11]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:19][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=2)([O-:5])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67786703HCID 67786703, compound

Product 1

HCID 15035173HCID 15035173, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2N-Sodium hydroxide solution (9.0 ml) was added dropwise to a mixture of 2-(2-nitrovinylamino)-5-trifluoromethylbenzophenone (6.0 g) and methanol (60 ml) under stirring. After stirring further for 30 mins. at room temperature, the mixture was diluted with water to give 3-nitro-4-phenyl-6-trifluoromethylquinoline as crystals (4.88 g, 4.5 %). It was recrystallized from a mixture of chloroform and methanol to give pale yellow needles (4.50 g, 79,2 %). m.p 192°-193° C.

Workup

  1. stirringAfter stirring further for 30 mins

Sources & evidence

ORD record
ord-c9fb9558aa7f49b7ae852add4c440a30
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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