Hydrochloric Acid → HCID 178425411, 화합물

HRID 275042

반응식

HRID 275042 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([SH:7])[N:3]=1.C(OC(=O)C)(=[O:10])C.ClCl.Cl[C:18]1[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([Cl:26])[C:19]=1[NH2:20].[ClH:27].[OH2:28]>C(O)(=O)C>[Cl:27][C:18]1[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([Cl:26])[C:19]=1[NH:20][S:7]([C:4]1[N:3]=[C:2]([NH2:1])[NH:6][N:5]=1)(=[O:10])=[O:28]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 962WaterHCID 7918Acetic AnhydrideHCID 24526ChlorineHCID 1165292,6-Dichloro-3-methylanilineHCID 178509066HCID 178509066, 화합물

생성물 1

HCID 178425411HCID 178425411, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
12 °C

실험 절차

A mixture of 11.6 g (0.10 mole) of 5-amino-3-mercapto-1,2,4-triazole, 12.75 g (0.0125 moles) of acetic anhydride and 100 ml of acetic acid was prepared and heated at reflux with stirring for 12 hours. Another 50 ml of acetic acid and 10 ml of water were then added and the mixture was cooled to 12° C. Chlorine (21 g, 0.3 mole) was then added to the mixture with stirring over a 15 min. period at 12°-20° C. A yellow solution was obtained. About 100 ml of volatiles were removed by distillation at 50° C. under reduced pressure. The resulting residue was combined with 2,6-dichloro-3-methylaniline (14.1 g, 0.080 mole) and the mixture heated at 115° C. for 4 hours with stirring. Concentrated aqueous hydrochloric acid (50 ml) was then added and the mixture was heated at reflux with stirring for another 5 hours. It was then allowed to cool to ambient temperature and the solids present were collected by filtration. The collected solids were placed in 200 ml of 10 percent aqueous sodium hydroxide. The insoluble material was removed by filtration and the pH of the filtrate was adjusted to 4.5 with hydrochloric acid to reprecipitate the title compound. The solids were recovered by filtration, washed with water, and dried under reduced pressure to obtain 10.1 g (28.9 percent of theory) of the title compound assaying 95 percent by high pressure liquid chromatography.

후처리

  1. customwas prepared
  2. temperatureheated
  3. temperatureat reflux
  4. stirringwith stirring over a 15 min. period at 12°-20° C
  5. customA yellow solution was obtained
  6. customAbout 100 ml of volatiles were removed by distillation at 50° C. under reduced pressure
  7. temperaturethe mixture heated at 115° C. for 4 hours
  8. stirringwith stirring
  9. temperaturethe mixture was heated
  10. temperatureat reflux
  11. stirringwith stirring for another 5 hours
  12. temperatureto cool to ambient temperature
  13. filtrationthe solids present were collected by filtration
  14. customThe insoluble material was removed by filtration
  15. filtrationThe solids were recovered by filtration
  16. washwashed with water
  17. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-1a35c5ae88114c1da25b6c61355db467
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391759

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