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Diisopropylcarbodiimide → 2-(2,6-Dichloro-phenylamino)-6-fluoro-1-methyl-1h-benzimidazole-5-carboxylic acid

HRID 1406484
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HRID 1406484 반응식
CC(C)N=C=NC(C)C.C([O:12][C:13](=[O:35])[C:14]1[CH:19]=[C:18]([NH:20][C:21]([NH:23][C:24]2[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:31])=S)[C:17]([NH:32][CH3:33])=[CH:16][C:15]=1[F:34])C>C(#N)C>[Cl:30][C:29]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:31])[C:24]=1[NH:23][C:21]1[N:32]([CH3:33])[C:17]2[CH:16]=[C:15]([F:34])[C:14]([C:13]([OH:12])=[O:35])=[CH:19][C:18]=2[N:20]=1
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참가 물질

4

반응물 2

HCID 12734DiisopropylcarbodiimideHCID 86660379Ethyl 5-(3-(2,6-dichlorophenyl)thioureido)-2-fluoro-4-(methylamino)benzoate

생성물 1

HCID 672306452-(2,6-Dichloro-phenylamino)-6-fluoro-1-methyl-1h-benzimidazole-5-carboxylic acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

DIC (1.50 mL, 9.6 mmol) was added to a stirred mixture of 5-[3-(2,6-dichloro-phenyl)-thioureido]-2-fluoro-4-methylamino-benzoic acid ethyl ester (2.70 g, 6.5 mmol) in acetonitrile. After stirring for 1 h the mixture was concentrated i.vac. The residue was taken up in ethanol and 1 M aq. NaOH and stirred for further 40 min at reflux. Ethanol was evaporated, the mixture was diluted with water and filtered. The filtrate was acidified with hydrochloric acid, stirred and filtered. Both residues were combined and dried.

후처리

  1. concentrationwas concentrated i.vac
  2. stirring1 M aq. NaOH and stirred for further 40 min
  3. temperatureat reflux
  4. customEthanol was evaporated
  5. additionthe mixture was diluted with water
  6. filtrationfiltered
  7. stirringstirred
  8. filtrationfiltered
  9. customdried

출처 및 근거

ORD 기록
ord-6c3b82e7176746e5a2539763006d63e1
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916599B2

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