Ethoxalyl chloride → HCID 67028744、化合物

HRID 455133ノート

反応式

HRID 455133 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18](=[N:20][OH:21])[NH2:19])=[CH:4][CH:3]=1.Cl[C:23](=O)[C:24]([O:26][CH2:27][CH3:28])=[O:25]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]2[N:19]=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[O:21][N:20]=2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 20884Ethoxalyl chlorideHCID 866551272-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N'-hydroxyacetimidamide

生成物 1

HCID 67028744HCID 67028744、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
-40 °C

実験手順

To a suspension of 2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N′-hydroxyacetimidamide (83.3 mmol, 25.0 g) in dry CHCl3 (600 mL) was cooled to −40° C. in an ice/EtOH bath under N2 atmosphere, Py. (100.0 mmol, 8.1 mL) was added in one portion, and followed by slowly adding ethyl 2-chloro-2-oxoacetate (166.6 mmol, 18.6 mL). After that, the reaction mixture was allowed to slowly rise up to r.t., and kept stirring for 1.0 H, D, then heated to 80 C for another 2 hs. The reaction mixture was cooled to r.t. and filtered, and the filtrate was evaporated under reduced pressure to give the brown residue, which was applied to C.C.eluted by petroleum/acetone (4:1, 2:1, 1:1, and 0:1). The acetone portion was concentrated in vacuo to give the solid, which was washed with acetone for 3 times, to obtain the product, 18.0 g (58.0%), as a white solid. m/e+=383 (M+H+).

後処理

  1. addition(100.0 mmol, 8.1 mL) was added in one portion
  2. customto slowly rise up to r.t.
  3. temperatureheated to 80 C for another 2 hs
  4. temperatureThe reaction mixture was cooled to r.t.
  5. filtrationfiltered
  6. customthe filtrate was evaporated under reduced pressure
  7. customto give the brown residue, which
  8. concentrationThe acetone portion was concentrated in vacuo
  9. customto give the solid, which
  10. washwas washed with acetone for 3 times
  11. customto obtain the product, 18.0 g (58.0%)

出典と根拠

ORDレコード
ord-1b01db47e44047ec9440c6377ed82d08
出典データセット
uspto-grants-2013_07
特許番号
US08497278B2

反応ノート

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