반응 #80257

반응 방정식

m-aminobenzenephosphonic acid

hydrochloric acid

sodium nitrite

Thiourea

m-aminobenzenephosphonic acid

3-aminobenzoic acid

→

m-(2-carboxy-4-amino-phenylazo)benzenephosphonic acid

용매

water

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise to the solution
2. 2
   workup.STIRRINGThe mixture was stirred for 50 minutes
3. 3
   기타the unreacted nitrite was removed
4. 4
   기타to give a diazotized compound
5. 5
   workup.ADDITIONcontaining solution
6. 6
   온도heated to 55° C.
7. 7
   기타to form a solution
8. 8
   workup.ADDITIONcontaining a coupling compound, which
9. 9
   온도was then cooled to 0° C
10. 10
    workup.ADDITIONThe diazotized compound containing solution
11. 11
    기타prepared
12. 12
    workup.ADDITIONabove was added dropwise while the mixture
13. 13
    온도was maintained at a temperature below 5° C
14. 14
    workup.STIRRINGAfter stirring the mixture at 3°-5° C. for 18 hours
15. 15
    기타the resulting precipitates
16. 16
    여과were collected by filtration
17. 17
    세척washed with water

실험 절차

Into water (500 ml), m-aminobenzenephosphonic acid (87.0 g) was suspended with stirring. To the mixture, 35% hydrochloric acid (101.3 g) was added, and the mixture was cooled to 0° C. While the solution was maintained at a temperature below 5° C., 36% sodium nitrite (105.4 g) was added dropwise to the solution. The mixture was stirred for 50 minutes to diazotize m-aminobenzenephosphonic acid. Thiourea was then added to the resulting aqueous solution, and the unreacted nitrite was removed to give a diazotized compound containing solution. On the other hand, 3-aminobenzoic acid (58.6 g) was dispersed into methanol (800 ml) and heated to 55° C. to form a solution containing a coupling compound, which was then cooled to 0° C. The diazotized compound containing solution prepared above was added dropwise while the mixture was maintained at a temperature below 5° C. After stirring the mixture at 3°-5° C. for 18 hours, the resulting precipitates were collected by filtration, washed with water to give a monoazo compound, m-(2-carboxy-4-amino-phenylazo)benzenephosphonic acid in a yield of about 125.3 g.

출처