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Formic Acid → 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid

HRID 1667698
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HRID 1667698 반응식
[C:1]([C:4]1[S:8][C:7]([NH:9][C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[N+:19]([O-])=O)[C:13]([OH:15])=[O:14])=[N:6][C:5]=1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)(=[O:3])[NH2:2].[CH:29](O)=O>[Pd]>[C:1]([C:4]1[S:8][C:7]([N:9]2[C:10]3[CH:11]=[C:12]([C:13]([OH:15])=[O:14])[CH:16]=[CH:17][C:18]=3[N:19]=[CH:29]2)=[N:6][C:5]=1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=1)(=[O:3])[NH2:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 284Formic AcidHCID 866428143-[5-Carbamoyl-4-(3-chloro-phenyl)-thiazol-2-ylamino]-4-nitro-benzoic acid

생성물 1

HCID 674273413-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A mixture of 0.280 g (0.67 mmole) of 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-ylamino]-4-nitro-benzoic acid (VI.10), 0.20 g of 10% palladium on carbon catalyst and 3 mL of 96% formic acid was stirred under an atmosphere of hydrogen at room temperature for 16 hours. The mixture was filtered through Diatomaceous earth and the Diatomaceous earth pad was washed with formic acid. The filtrate was concentrated under reduced pressure and the residue was dissolved in 1 mL of tetrahydrofuran and then added dropwise to 50 mL of water. The solid was collected by filtration, washing with water, to give 0.163 g of 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid (I.10a).

후처리

  1. filtrationThe mixture was filtered through Diatomaceous earth
  2. washthe Diatomaceous earth pad was washed with formic acid
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in 1 mL of tetrahydrofuran
  5. additionadded dropwise to 50 mL of water
  6. filtrationThe solid was collected by filtration
  7. washwashing with water

출처 및 근거

ORD 기록
ord-eee7e49b7e234f43a2b54a199f40d386
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08044213B2

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