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2-Chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharin → 2-(1-Phenyltetrazol-5-yl)thiomethyl-4-ethoxy-6-propyl-7-methoxysaccharin

HRID 266478
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인쇄 미리보기

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HRID 266478 반응식
Cl[CH2:2][N:3]1[C:13](=[O:14])[C:12]2[C:7](=[C:8]([O:21][CH3:22])[C:9]([CH2:18][CH2:19][CH3:20])=[CH:10][C:11]=2[O:15][CH2:16][CH3:17])[S:4]1(=[O:6])=[O:5].[Na].[C:24]1([N:30]2[C:34]([SH:35])=[N:33][N:32]=[N:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:24]1([N:30]2[C:34]([S:35][CH2:2][N:3]3[C:13](=[O:14])[C:12]4[C:7](=[C:8]([O:21][CH3:22])[C:9]([CH2:18][CH2:19][CH3:20])=[CH:10][C:11]=4[O:15][CH2:16][CH3:17])[S:4]3(=[O:6])=[O:5])=[N:33][N:32]=[N:31]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 700504982-Chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharinHCID 178527989HCID 178527989, 화합물

생성물 1

HCID 700530972-(1-Phenyltetrazol-5-yl)thiomethyl-4-ethoxy-6-propyl-7-methoxysaccharin수율 71%

실험 절차

By the method of part F of Example 45 condensation of 2-chloromethyl-4-ethoxy-6-propyl-7-methoxysaccharin (0.62 g) and 1-phenyltetrazol-5-thiol sodium salt (0.36 g initially and a small amount more after 3.5 hours reaction time, total reaction time 8 hours) and isolation of the oily product by extraction with dichloromethane and purification thereof first by column chromatography on silica gel using dichloromethane as eluant and then by crystallization of the resulting oil (0.62 g., 71% yield) from ethanol gave 2-(1-phenyltetrazol-5-yl)thiomethyl-4-ethoxy-6-propyl-7-methoxysaccharin, mp 110°-111° C.

후처리

  1. customa small amount more after 3.5 hours reaction time, total reaction time 8 hours) and isolation of the oily product
  2. extractionby extraction
  3. customwith dichloromethane and purification
  4. customby crystallization of the resulting oil (0.62 g., 71% yield) from ethanol

출처 및 근거

ORD 기록
ord-a93f2e193aca42b3bfb624dc0c4b2faf
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05650422

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