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Hydrochloric Acid → HCID 57621407、化合物

HRID 490554
ノート
印刷プレビュー

反応式

HRID 490554 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][NH:8][C:7]2=[O:13])([O-:3])=[O:2].[CH2:14](Br)[CH:15]=[CH2:16].[OH-].[Na+].Cl>O.[OH-].[K+]>[CH2:16]([N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[C:7](=[O:13])[NH:8]1)[CH:15]=[CH2:14]
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 313Hydrochloric AcidHCID 7841Allyl bromide2 回HCID 14798Sodium HydroxideHCID 53746612,3-Dihydro-5-nitro-1H-indazol-3-one

生成物 1

HCID 57621407HCID 57621407、化合物収率 66.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 14797
Potassium Hydroxide
溶媒

反応条件

温度
77.5 °C

実験手順

5-Nitro-1,2-dihydro-indazol-3-one (prepared according to Org. Synth. 1949, 29, 54 or Chem Ber. 1942, 75, 1104) (9.36 g) was suspended in 40 ml water and 57.5 ml 1N KOH. Allyl bromide (6.32 g) was added in one portion. The mixture was stirred at 75-80° C. for 1.5 hours. Then NaOH (15%, 5 mL) and allyl bromide (1 g) was added. The reaction mixture was stirred for a further 30 min. The mixture was neutralized with 3N HCl at <10° C. and filtered. The solid was washed with water and dried. The solid was then suspended in 10 ml ethyl acetate and stirred at ambient temperature for 3 hours, then filtered and dried to afford the desired 1-allyl-5-nitro-1,2-dihydro-indazol-3-one (7.63 g) as a yellow solid.

後処理

  1. stirringThe reaction mixture was stirred for a further 30 min
  2. filtrationfiltered
  3. washThe solid was washed with water
  4. customdried
  5. stirringstirred at ambient temperature for 3 hours
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-24d3449e796d4b4ca8df8581710e5e74
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07528158B2

反応ノート

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