Acetic Acid → HCID 178425411、化合物

HRID 275043

反応式

HRID 275043 の反応式
C([NH:4][C:5]1[NH:9][N:8]=[C:7]([SH:10])[N:6]=1)(=O)C.C(O)(=[O:13])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]>>[Cl:27][C:18]1[C:24]([CH3:25])=[CH:23][CH:22]=[C:21]([Cl:26])[C:19]=1[NH:20][S:10]([C:7]1[N:6]=[C:5]([NH2:4])[NH:9][N:8]=1)(=[O:13])=[O:28]

参加物

7

反応物 6

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 962Water2 回HCID 24526ChlorineHCID 1165292,6-Dichloro-3-methylanilineHCID 178474478HCID 178474478、化合物

生成物 1

HCID 178425411HCID 178425411、化合物

反応条件

温度
15 °C

実験手順

5-Acetylamino-3-mercapto-1,2,4-triazole (15.6 g, 0.10 mole) was added to 250 ml of acetic acid containing 3.6 g (0.20 mole) of water. The mixture was cooled to 15° C. with an external ice bath and 21 g (0.30 mole) of chlorine was added as a gas under the surface of the liquid with stirring over a 30 min. period. About 200 ml of volatiles were then removed from the mixture by evaporation under reduced pressure at up to 120° C. The residue was combined with 17.6 g (0.10 mole) of 2,6-dichloro-3-methylaniline and the mixture heated with stirring at 115° C. for 9 hours. A 100 ml portion of water and 25 ml of concentrated aqueous hydrochloric acid were added and the mixture heated at reflux for 12 hours. It was then allowed to cool and the solids present were collected by filtration. The solids were then placed in 200 ml of 10 percent aqueous sodium hydroxide and the insoluble fraction removed by filtration. The filtrate was acidfied with aqueous hydrochloric acid to pH 4.5 and the solids that formed were recovered by filtration and dried under reduced pressure to obtain 8.9 g (20 percent of theory) of the title compound assaying 80 percent purity by high pressure liquid chromatography.

後処理

  1. customAbout 200 ml of volatiles were then removed from the mixture by evaporation under reduced pressure at up to 120° C
  2. temperaturethe mixture heated
  3. stirringwith stirring at 115° C. for 9 hours
  4. temperaturethe mixture heated
  5. temperatureat reflux for 12 hours
  6. temperatureto cool
  7. filtrationthe solids present were collected by filtration
  8. customthe insoluble fraction removed by filtration
  9. customthe solids that formed
  10. filtrationwere recovered by filtration
  11. customdried under reduced pressure

出典と根拠

ORDレコード
ord-c8a69e0b77ab4a7f86aafb95798e8ff8
出典データセット
uspto-grants-1995_02
特許番号
US05391759

関連ノート

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