Ethylene Glycol → 2-Phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide

HRID 965626ノート

反応式

HRID 965626 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:11])=[O:10])[C:3]=1[C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1.[CH2:27]([OH:30])[CH2:28][OH:29]>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([C:3]2[C:4]([NH:8][S:9]([CH:12]=[CH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)(=[O:11])=[O:10])=[N:5][CH:6]=[N:7][C:2]=2[O:29][CH2:28][CH2:27][OH:30])=[CH:21][CH:22]=1

参加物

3

反応物 2

HCID 174Ethylene GlycolHCID 740472202-Phenyl-ethenesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide

生成物 1

HCID 740472012-Phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide

反応条件

温度
110 °C

実験手順

6.20 g of 2-phenyl-ethenesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide was added to a solution of 7.65 g of potassium-tert.-butylate in 100 ml of ethylene glycol. The resulting solution was heated to 110° C. and stirred for 17 h. The ethylene glycol was evaporated under high vacuum and the remaining residue was treated with 250 ml of cold water. The suspension was acidified by adding 10 g of citric acid monohydrate and stirred at 0° C. for 15 min. The precipitate was collected, washed with water and dried to give 6.71 g of 2-phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide as a white powder. LC-MS: tR=4.55 min, [M+H]+=432.00 (ES+), [M−H]−=429.98 (ES−).

後処理

  1. customThe ethylene glycol was evaporated under high vacuum
  2. additionthe remaining residue was treated with 250 ml of cold water
  3. additionby adding 10 g of citric acid monohydrate
  4. stirringstirred at 0° C. for 15 min
  5. customThe precipitate was collected
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-017c40dfc84e411da52b501b5cdef586
出典データセット
uspto-grants-2005_10
特許番号
US06951856B2

反応ノート

読み込み中…