반응 #833092

반응 방정식

hydrochloric acid

3-amino-2,5-dichlorobenzoic acid

sodium nitrite

sulphuric acid

nitrous acid

→

2,3,5-Trichlorobenzoic Acid

용매

acetic acid

반응 조건

후처리

1. 1
   기타to rise above 70°
2. 2
   workup.ADDITIONadded dropwise to the
3. 3
   workup.STIRRINGabove stirred
4. 4
   기타did not rise above 30°
5. 5
   기타The solution formed
6. 6
   workup.ADDITIONafter the addition
7. 7
   workup.WAITwas then left overnight
8. 8
   여과The solid was filtered off
9. 9
   세척washed well with water
10. 10
    기타dried in vacuo

실험 절차

Powered sodium nitrite (37.0 g, 0.54M) was added portionwise to concentrated sulphuric acid (270 ml) which was stirred under an atmosphere of nitrogen. The temperature of the mixture was not allowed to rise above 70°. Meanwhile 3-amino-2,5-dichlorobenzoic acid (100 g, 0.45M) was dissolved in hot glacial acetic acid (1,200 ml), the resultant solution was cooled rapidly to room temperature and added dropwise to the above stirred and cooled nitrous acid mixture so that the internal temperature did not rise above 30°. The solution formed after the addition was left at room temperature for 2 hours then was slowly added to a stirred solution of cuprous chloride (97 g, 0.97M) in concentrated hydrochloric acid (970 ml). The resultant mixture was stirred until the nitrogen evolution had ceased and was then left overnight. The solid was filtered off, washed well with water and dried in vacuo. Yield 90.1 g (89%) m.p. 164°-165° C. (uncorrected).

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