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2-Chloro-N,N-dimethylethylamine → N,N-Dimethyl-2-(6-nitro-1H-indazol-1-yl)ethan-1-amine

HRID 1003269
ノート
印刷プレビュー

反応式

HRID 1003269 の反応式
CC([O-])(C)C.[K+].[N+:7]([C:10]1[CH:18]=[C:17]2[C:13]([CH:14]=[N:15][NH:16]2)=[CH:12][CH:11]=1)([O-:9])=[O:8].Cl[CH2:20][CH2:21][N:22]([CH3:24])[CH3:23].C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1.C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:23][N:22]([CH3:24])[CH2:21][CH2:20][N:16]1[C:17]2[C:13](=[CH:12][CH:11]=[C:10]([N+:7]([O-:9])=[O:8])[CH:18]=2)[CH:14]=[N:15]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 79012-Chloro-N,N-dimethylethylamineHCID 10340Sodium CarbonateHCID 242396-NitroindazoleHCID 23665647Potassium tert-butoxide

生成物 1

HCID 22036583N,N-Dimethyl-2-(6-nitro-1H-indazol-1-yl)ethan-1-amine

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒
HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

0.11 mol of potassium tert-butylate is added to a solution of 0.11 mol (20 g) of 6-nitroindazole in 400 ml of tetrahydrofuran. After total dissolution, a solution of 0.24 mol (27 g) of 2-chloroethyl-N,N-dimethylamine in 300 ml of toluene is added. The reaction medium is heated at reflux for 3 hours. After cooling, 300 ml of a 10% sodium carbonate solution are added. The mixture is diluted with ethyl acetate and decanted, and the aqueous phase is extracted with dichloromethane. After concentration of the organic phases, the residue is purified by chromatography on silica gel using a dichloromethane/methanol mixture (98/2) as eluant to yield the expected compound.

後処理

  1. dissolutionAfter total dissolution
  2. temperatureThe reaction medium is heated
  3. temperatureat reflux for 3 hours
  4. temperatureAfter cooling
  5. customdecanted
  6. extractionthe aqueous phase is extracted with dichloromethane
  7. customAfter concentration of the organic phases, the residue is purified by chromatography on silica gel using a dichloromethane/methanol mixture (98/2) as eluant

出典と根拠

ORDレコード
ord-239fd13bfe06424f935cfc98e9f6c626
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06046205

反応ノート

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