Hydrochloric Acid → N-[5-(3,5-Dimethyl-4-nitrophenoxy)-2-nitrophenyl]-N-methylamine

HRID 424864

反応式

HRID 424864 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([NH:8][CH3:9])[CH:7]=1.[CH3:13][C:14]1[CH:15]=[C:16]([OH:24])[CH:17]=[C:18]([CH3:23])[C:19]=1[N+:20]([O-:22])=[O:21].CC(C)([O-])C.[K+].Cl>CN(C)C(=O)C>[CH3:23][C:18]1[CH:17]=[C:16]([CH:15]=[C:14]([CH3:13])[C:19]=1[N+:20]([O-:22])=[O:21])[O:24][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([NH:8][CH3:9])[CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1384663,5-Dimethyl-4-nitrophenolHCID 2580415-chloro-N-methyl-2-nitroanilineHCID 23665647Potassium tert-butoxide

生成物 1

HCID 86233418N-[5-(3,5-Dimethyl-4-nitrophenoxy)-2-nitrophenyl]-N-methylamine収率 80.4%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
125 °C

実験手順

To a solution of N-(5-chloro-2-nitrophenyl)-N-methylamine (0.86 g) and 3,5-dimethyl-4-nitrophenol (0.76 g) in N,N-dimethylacetamide (12 ml) was added potassium t-butoxide (0.554 g) at room temperature, and the resulting mixture was stirred successively at the same temperature for 20 minutes, at 100° C. for 10 minutes, at 125° C. for 45 minutes, and at 140° C. for 1 hour. After cooling the reaction mixture to 0° C., the reaction mixture was adjusted to a pH of about 3 with 3N hydrochloric acid. The crystalline solid precipitated was collected by filtration, washed successively with 3N hydrochloric acid and water and air-dried for 3 days to afford the title compound (1.16 g, yield: 80%).

後処理

  1. waitat 140° C. for 1 hour
  2. temperatureAfter cooling the reaction mixture to 0° C.
  3. customThe crystalline solid precipitated
  4. filtrationwas collected by filtration
  5. washwashed successively with 3N hydrochloric acid and water
  6. customair-dried for 3 days

出典と根拠

ORDレコード
ord-a90ac6353eec4f488e8cc7db109a0cab
出典データセット
uspto-grants-2012_01
特許番号
US08106079B2

関連ノート

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