Ethylene Glycol → HCID 19735392、化合物

HRID 326712

反応式

HRID 326712 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)(=[O:11])=[O:10])[C:3]=1[CH2:20][C:21]1[CH:26]=[CH:25][C:24](OC)=[CH:23][CH:22]=1.[C:29]([O-:33])(=O)[CH2:30][OH:31].[Na+].[Na].C(O)[CH2:37][OH:38]>>[OH:31][CH2:30][CH2:29][O:33][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([C:12]2[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=2)(=[O:11])=[O:10])[C:3]=1[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[O:38][CH3:37]

参加物

5

反応物 4

HCID 174Ethylene GlycolHCID 517347Sodium GlycolateHCID 5360545SodiumHCID 12396954HCID 12396954、化合物

生成物 1

HCID 19735392HCID 19735392、化合物

反応条件

温度
125 °C

実験手順

300 mg of N-[6-chloro-5-(p-methoxybenzyl)-4-pyrimidinyl]-p-methoxybenzenesulfonamide were added to a sodium glycolate solution from 1 ml of dry ethylene glycol and 46 mg of sodium. The reaction mixture was heated at 125° C. for 4 hours under an argon atmosphere. Thereafter, the ethylene glycol was distilled under reduced pressure. The residue was partitioned between ethyl acetate and 1N hydrochloric acid. The organic phase was washed neutral, dried and evaporated. The residue was chromatographed on silica gel with methylene chloride/ethyl acetate (1:1 v/v). There were obtained 250 mg of N-[6-(2-hydroxyethoxy)-5-(o-methoxybenzyl)-4-pyrimidinyl]-p-methoxybenzenesulfonamide, melting point 161°-162° C.

後処理

  1. distillationThereafter, the ethylene glycol was distilled under reduced pressure
  2. customThe residue was partitioned between ethyl acetate and 1N hydrochloric acid
  3. washThe organic phase was washed neutral
  4. customdried
  5. customevaporated
  6. customThe residue was chromatographed on silica gel with methylene chloride/ethyl acetate (1:1 v/v)

出典と根拠

ORDレコード
ord-e0b87538e9714a53aab5aecb6702ad63
出典データセット
uspto-grants-1993_12
特許番号
US05270313

関連ノート

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