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Acetaldehyde → 5-(Benzoxazol-2-yl)-1-(2-methoxyphenyl)-2-methylbenzimidazole

HRID 74199
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HRID 74199 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10]1[CH:16]=[CH:15][C:14]([C:17]2[O:18][C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=3[N:21]=2)=[CH:13][C:11]=1[NH2:12].[CH:26](=O)[CH3:27].OOS([O-])=O.[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[O:18]1[C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=[C:17]1[C:14]1[CH:15]=[CH:16][C:10]2[N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[C:26]([CH3:27])=[N:12][C:11]=2[CH:13]=1
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참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 11430Potassium CarbonateHCID 23707502Potassium hydroxy sulfiteHCID 674989942-(2-(2-Methoxyphenyl)aminoanilin-5-yl)benzoxazole

생성물 1

HCID 674978465-(Benzoxazol-2-yl)-1-(2-methoxyphenyl)-2-methylbenzimidazole수율 38%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of 2-(2-(2-methoxyphenyl)aminoanilin-5-yl)benzoxazole (see Working Example 30-1) (48.0 mg, 0.135 mmol) in dimethylformamide (2 mL) was added an aqueous solution of acetaldehyde (approx. 90%, 20.5 μL, 0.405 mmol) and oxone (53.9 mg, 0.0878 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (18.2 mg, 38% yield) as white crystals.

후처리

  1. filtrationthis was filtered
  2. washwashed with water
  3. customThe crystals obtained
  4. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3017393069a2499c84c58ae46a6c581f
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829035B2

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