Acetic Acid → HCID 178496989, 화합물

HRID 1898349노트

반응식

HRID 1898349 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[NH:14][C:13]2[C:15]([N+:24]([O-])=O)=[C:16]([OH:23])[C:17]([C:19]([O:21][CH3:22])=[O:20])=[CH:18][C:12]=2[N:11]=1.C(O)(=O)C>C1C=CC=CC=1.[Fe]>[NH2:24][C:15]1[C:13]2[NH:14][C:10]([NH:9][C:3]3[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[N:11][C:12]=2[CH:18]=[C:17]([C:19]([O:21][CH3:22])=[O:20])[C:16]=1[OH:23]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 178496990HCID 178496990, 화합물

생성물 1

HCID 178496989HCID 178496989, 화합물수율 95.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 241Benzene용매

실험 절차

To a solution of methyl 2-[(2,6-dichlorophenyl)amino]-6-hydroxy-7-nitro-1H-benzimidazole-5-carboxylate (Step-3 of Intermediate-55, 0.500 g) in benzene (2.0 mL) were added iron powder (0.500 g) and acetic acid (2.0 mL). The reaction mass was refluxed for 3 h. Decant the reaction mass removed the solvent under vacuum. The obtained solid mass was washed with water. The reaction mass was extracted with MeOH:DCM (5%). The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.440 g of the desired product. 1HNMR (DMSO-d6): δ 3.87 (s, 3H), 4.45 (s, 2H), 7.28-7.47 (m, 1H), 7.53-7.59 (m, 3H), 11.00 (s, 2H).

후처리

  1. temperatureThe reaction mass was refluxed for 3 h
  2. customDecant the reaction mass
  3. customremoved the solvent under vacuum
  4. washThe obtained solid mass was washed with water
  5. extractionThe reaction mass was extracted with MeOH
  6. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a74f317fc0c64c2fad1e1851936f9b56
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08519149B2

반응 노트

불러오는 중…