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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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N,O-Dimethylhydroxylamine → 2-Oxo-1-phenyl-2,3-dihydro-1H-benzoimidazole-5-carboxylic Acid Methoxy-methyl-amide

HRID 1828168
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HRID 1828168 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([OH:7])=O.[N+](C1C=C(C=CC=1NC1C=CC=CC=1)[C:24](O)=[O:25])([O-])=O.C(C1NC=CN=1)(C1NC=CN=1)=O.[CH3:49][NH:50][O:51][CH3:52]>C1COCC1>[CH3:52][O:51][N:50]([CH3:49])[C:5]([C:4]1[CH:8]=[CH:9][C:10]2[N:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:24](=[O:25])[NH:1][C:2]=2[CH:3]=1)=[O:7]
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참가 물질

6

반응물 4

HCID 14232N,O-DimethylhydroxylamineHCID 7738213-Amino-4-phenylamino-benzoic acidHCID 38243664-Anilino-3-nitrobenzoic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanone

생성물 1

HCID 865879852-Oxo-1-phenyl-2,3-dihydro-1H-benzoimidazole-5-carboxylic Acid Methoxy-methyl-amide

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a stirred solution of 3-amino-4-phenylamino-benzoic acid (prepared from 3-nitro-4-phenylamino-benzoic acid as described in the general procedure, 2.04 gm, 8.94 mmol) in THF (25 mL) was added carbonyl diimidazole (3.62 gm, 22.34 mmol). After stirring for 1 hour at room temperature, N,O-dimethylhydroxyl amine (1.31 gm, 13.41 mmol) was added in one portion. Stirring was continued at room temperature for an additional 2 hours after which time the reaction was determined to be complete by LC-MS. The THF was removed in vacuo and the residue was diluted with water and extracted with methylene chloride three times. The combined methylene chloride extracts were dried over anhydrous sodium sulfate and concentrated in vacuo to afford 2.23 gm of the title compound as a tan solid which was used without further purification.

후처리

  1. stirringStirring
  2. waitwas continued at room temperature for an additional 2 hours
  3. customThe THF was removed in vacuo
  4. additionthe residue was diluted with water
  5. extractionextracted with methylene chloride three times
  6. dry with materialThe combined methylene chloride extracts were dried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-700ef45fd088435ebd1e9349334f1ba8
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056918B2

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