Ethylene Glycol → HCID 19735392, 화합물

HRID 326712

반응식

HRID 326712 반응식
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]

참가 물질

5

반응물 4

HCID 174Ethylene GlycolHCID 517347Sodium GlycolateHCID 5360545SodiumHCID 12396954HCID 12396954, 화합물

생성물 1

HCID 19735392HCID 19735392, 화합물

반응 조건

온도
125 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e0b87538e9714a53aab5aecb6702ad63
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270313

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