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Methanol → HCID 14628047, 화합물

HRID 2165936
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HRID 2165936 반응식
[C:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[NH:14][C:15]3[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[CH:19]=[CH:18][C:16]=3[N:17]=2)=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2].C(N(CC)CC)C.[C:38](OC(=O)C)(=[O:40])[CH3:39].CO>CN(C)C1C=CN=CC=1.ClCCl>[C:38]([O:30][C:5]1[C:6]([CH2:27][CH2:28][CH3:29])=[C:7]([CH:25]=[CH:26][C:4]=1[C:1](=[O:3])[CH3:2])[O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]1[NH:14][C:15]2[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[CH:19]=[CH:18][C:16]=2[N:17]=1)(=[O:40])[CH3:39]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 14628044HCID 14628044, 화합물

생성물 1

HCID 14628047HCID 14628047, 화합물수율 58.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매

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온도
0 °C

실험 절차

A mixture of 2-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)-propylthio]benzimidazole-5-carboxylic acid (1.50 g), triethylamine (4 ml), acetic anhydride (4 ml) and 4-dimethylaminopyridine (100 mg) in dichloromethane (50 ml) was stirred at 0 ° C. and then at room temperature for 5 hours. Methanol (4 ml) was added to the mixture, further stirred for an additional 30 minutes and then the mixture was evaporated. The residue was washed with water, dissolved in ethanol, and concentrated to dryness. The residue was purified by silica gel column chromatography, eluting with dichloromethane-ethyl acetate-methanol (10:2:1), and recrystallized from n-hexane-chloroform to give the title compound (970 mg, 58.2%) as yellow crystals, mp 85-87 ° C.

후처리

  1. stirringfurther stirred for an additional 30 minutes
  2. customthe mixture was evaporated
  3. washThe residue was washed with water
  4. dissolutiondissolved in ethanol
  5. concentrationconcentrated to dryness
  6. customThe residue was purified by silica gel column chromatography
  7. washeluting with dichloromethane-ethyl acetate-methanol (10:2:1)
  8. customrecrystallized from n-hexane-chloroform

출처 및 근거

ORD 기록
ord-a2ba410fe5704132a3db71ef8a4e6b17
출처 데이터셋
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04942245

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