반응 #643659

반응 방정식

NaNO2

acetic acid

sulfurous acid

4-Chloro-2-nitro-phenylamine

hydrochloric acid

→

4-Chloro-2-nitro-benzenesulfonyl chloride

용매

water

water

TFA

반응 조건

후처리

1. 1
   기타did not above 5° C
2. 2
   workup.ADDITIONWhen the addition
3. 3
   온도was cooled to 0° C. in advance
4. 4
   workup.STIRRINGThe whole was stirred at room temperature for 40 min
5. 5
   여과filtered
6. 6
   세척The filter cake was washed with water
7. 7
   기타dried in vacuo

실험 절차

The mixture of 4-Chloro-2-nitro-phenylamine (2.0 g, 11.6 mmol) (Aldrich) in TFA (30 mL) and conc. hydrochloric acid (3 mL) was cooled to −5° C., then a solution of NaNO2 in water (5 mL) was dropped into at such a rate that the temperature did not above 5° C. When the addition was complete, the mixture was stirred at 0° C. for additional 5 min, then poured into a mixture of acetic acid (40 mL), sulfurous acid (40 mL), CuCl2 (824 mg, 6.1 mmol) and CuCl (50 mg, 0.5 mmol), which was cooled to 0° C. in advance. The whole was stirred at room temperature for 40 min, diluted with water (100 mL), filtered. The filter cake was washed with water, dried in vacuo to give 1.5 g 4-Chloro-2-nitro-benzenesulfonyl chloride. MS: [M+H]+=256

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