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Water → 2-Amino-4-methyl-3,5-dinitrobenzamide

HRID 968785
ノート
印刷プレビュー

反応式

HRID 968785 の反応式
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[NH2:17]N1C=NN=C1.CC(C)([O-])C.[K+].O>CS(C)=O.C(O)(=O)C>[NH2:17][C:9]1[C:10]([N+:11]([O-:13])=[O:12])=[C:2]([CH3:1])[C:3]([N+:14]([O-:16])=[O:15])=[CH:4][C:5]=1[C:6]([NH2:8])=[O:7]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 114324-Amino-1,2,4-triazole2 回HCID 33186984-Methyl-3,5-dinitrobenzamideHCID 23665647Potassium tert-butoxide2 回

生成物 1

HCID 590163082-Amino-4-methyl-3,5-dinitrobenzamide収率 84.4%

試薬・触媒・溶媒 2

HCID 176
Acetic Acid
溶媒
HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
20 °C

実験手順

A solution of 4-methyl-3,5-dinitrobenzamide (6) (15.1 kg) in dimethyl sulfoxide (95.6 kg) is added to a solution of 4-amino-1,2,4-triazole (21.6 kg) and potassium tert-butoxide (21.7 kg) in dimethyl sulfoxide (144.5 kg) at a rate to maintain a temperature of about 20° C. The mixture is allowed to stir for about 30 minutes, whereupon additional amounts of 4-amino-1,2,4-triazole (5.5 kg) and potassium tert-butoxide (3.7 kg) are added. The mixture is allowed to stir for about 1 hour at about 20° C., and then the mixture is added, over a period of about 30 minutes, to a cold (about 5° C.) solution of water (347 kg) and acetic acid (15 kg), allowing the temperature to rise to about 25° C. The vessel containing the initial reaction mixture is then rinsed with water (87 kg) and the rinse solution is also added to the acetic acid solution. The resulting mixture is cooled to about 5° C. and held at this temperature for about 30 minutes, whereupon the mixture is filtered and the solids obtained are washed with water (82 kg). The solids are then dried in a vacuum tray dryer for about 19 hours, at a temperature of about 50° C. and a vacuum of about 15 torr, to provide 2-amino-4-methyl-3,5-dinitrobenzamide (7) (13.6 kg, 84% yield).

後処理

  1. additionare added
  2. customto rise to about 25° C
  3. additionThe vessel containing the initial
  4. customreaction mixture
  5. washis then rinsed with water (87 kg)
  6. additionthe rinse solution is also added to the acetic acid solution
  7. temperatureThe resulting mixture is cooled to about 5° C.
  8. waitheld at this temperature for about 30 minutes, whereupon the mixture
  9. filtrationis filtered
  10. customthe solids obtained
  11. washare washed with water (82 kg)
  12. customThe solids are then dried in a vacuum tray dryer for about 19 hours, at a temperature of about 50° C.

出典と根拠

ORDレコード
ord-13067bd3f02f49a8927a515e6ad212e1
出典データセット
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07304084B2

反応ノート

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