Potassium Carbonate → 3-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]aniline

HRID 4514

反応式

HRID 4514 の反応式
[N+](C1C=CC=CC=1C(NC([NH:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[N:24]=[CH:23][C:22]([Cl:25])=[CH:21][N:20]=2)=[C:14]([Cl:26])[CH:13]=1)=O)=O)([O-])=O.ClC1N=CC(Cl)=CN=1.NC1C=CC(O)=C(Cl)C=1.C(=O)([O-])[O-].[K+].[K+]>O.CS(C)=O>[Cl:26][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[O:18][C:19]1[N:20]=[CH:21][C:22]([Cl:25])=[CH:23][N:24]=1)[NH2:11]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 775784-Amino-2-chlorophenolHCID 5906412,5-DichloropyrimidineHCID 13771441N-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]urea

生成物 1

HCID 140970913-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]aniline

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

N-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]urea (1) Into a flask, 1.50 g of 2,5-dichloropyrimidine, 1.45 g of 4-amino-2-chlorophenol, 2.76 g of potassium carbonate and 15 ml of dimethylsulfoxide, were introduced, and reacted in a nitrogen atmosphere at 100° C. for 1.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with diethyl ether. The extract was washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The crude product thereby obtained was purified and isolated by silica gel column chromatography to obtain 2.20 g of 3-chloro-4-(5-chloro-2-pyrimidinyloxy)aniline having a melting point of from 95 to 96° C.

後処理

  1. customreacted in a nitrogen atmosphere at 100° C. for 1.5 hours
  2. customAfter the completion of the reaction
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off
  7. customThe crude product thereby obtained
  8. customwas purified
  9. customisolated by silica gel column chromatography

出典と根拠

ORDレコード
ord-9d1b517cc1984e3fb05e9d6f78f2916e
出典データセット
uspto-grants-1988_02
特許番号
US04727077

関連ノート

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