Hydrochloric Acid → 4-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazole

HRID 1622489ノート

反応式

HRID 1622489 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([NH2:11])[C:3]=1[NH2:12].[C:13](O)(=O)[CH:14]([CH3:16])[CH3:15].Cl.[OH-].[Na+]>>[Br:1][C:2]1[C:3]2[N:12]=[C:13]([CH:14]([CH3:16])[CH3:15])[NH:11][C:4]=2[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 6590Isobutyric AcidHCID 14798Sodium HydroxideHCID 203480123-Bromo-5-nitrobenzene-1,2-diamine

生成物 1

HCID 866878464-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazole収率 85.7%

反応条件

温度
105 °C

実験手順

A mixture of 3-bromo-5-nitrobenzene-1,2-diamine (4 g, 17.24 mmol) and isobutyric acid (7.99 ml, 86 mmol) in 3M HCl (100 ml, 300 mmol) was heated to 105° C. for 5 days. The mixture was allowed to cool to room temperature and was poured into chilled 5M Sodium Hydroxide (60.0 ml, 300 mmol) solution. The resulting mixture was allowed to stand in an ice bath and the brown solid that precipitated was collected by filtration. The solid was washed several times with H2O and then dried in a vacuum oven at 50° C. leaving desired product as a dark solid (4.2 g, 71% yield). MS (ES+) m/e: 283.0, 284.0 [M+H]+

後処理

  1. temperatureto cool to room temperature
  2. additionwas poured
  3. customto stand in an ice bath
  4. filtrationthe brown solid that precipitated was collected by filtration
  5. washThe solid was washed several times with H2O
  6. customdried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-86ef37f8240844b58392e7fa2ecd8a8b
出典データセット
uspto-grants-2014_07
特許番号
US08778937B2

反応ノート

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