反应 #63787

反应方程式

trifluoroacetic acid

4-aminoquinoline-N-oxide

nitrosyl sulphuric acid

water

→

4-amino-3-methoxy-pyridine-N-oxide

溶剂

methyl glycol

反应条件

后处理

1. 1
   其他the method of preparation
2. 2
   workup.WAITis then continued for 5 hours at 0° C
3. 3
   其他decanted
4. 4
   workup.WAITAfter one hour
5. 5
   过滤filtered
6. 6
   洗涤washed with water
7. 7
   其他21 g of crude dye are obtained
8. 8
   其他The dye is chromatographed on a Jobin Yvon Chromatospac Prep
9. 9
   workup.ADDITIONA mixture of methylene chloride and ethyl acetate 10/1
10. 10
    洗涤is used for elution
11. 11
    其他yields 2.8 g of an isomeric reddish violet dye and 8.3 g of the desired dye in the form of a dark powder

实验过程

A solution of 4.8 g of 4-aminoquinoline-N-oxide (Amine 6) in 40 ml of trifluoroacetic acid is diazotised at 0° C. with 4.8 ml of 40% nitrosyl sulphuric acid. After one hour. the diazonium salt solution is added dropwise at 0° C. to a solution of 22.2 g of 2,3-dimethyl-5-propyl-6-α-3-(N-5-hydroxy-1-naphthylsulphamoyl)-phenylsulphonyl]-tetradecyl-1,4-quinone (the method of preparation is described in DE-A- No. 3 344 295) in 200 ml of methyl glycol and stirring is then continued for 5 hours at 0° C. The reaction mixture is then stirred into 1000 ml of water and decanted and the smeary residue is again stirred up with 1000 ml of water. After one hour, the reaction mixture is suction filtered and washed with water. 21 g of crude dye are obtained. The dye is chromatographed on a Jobin Yvon Chromatospac Prep. 100 medium pressure-liquid chromatograph C, Instruments SA GmbH, Unterhaching, using an 80 mm×1000 mm column packed with 1.5 kg of silica gel Woelm (ICN) 32-63 nm. Detection is carried out with a preparative LC-UV Detector GOW-MAC 80-800 at a wavelength of 310 nm. A Gilson M 201 is used as fraction collector. A mixture of methylene chloride and ethyl acetate 10/1 is used for elution and working up the fractions yields 2.8 g of an isomeric reddish violet dye and 8.3 g of the desired dye in the form of a dark powder.

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