4-Iodoaniline → HCID 19908434, 화합물

HRID 1534864노트

반응식

HRID 1534864 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:17])([C:13]([O:15][CH3:16])=[O:14])[CH2:11][C:10]([C:18]([O:20]C)=O)=[N:9]2)=[CH:4][CH:3]=1.C[Al](C)C.[I:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH3:17])([C:13]([O:15][CH3:16])=[O:14])[CH2:11][C:10]([C:18]([NH:31][C:30]3[CH:32]=[CH:33][C:27]([I:26])=[CH:28][CH:29]=3)=[O:20])=[N:9]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 108934-IodoanilineHCID 16682925TrimethylaluminumHCID 19908445HCID 19908445, 화합물

생성물 1

HCID 19908434HCID 19908434, 화합물수율 89.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

The compound of Example 11 (0.5 g) was dissolved in dichloromethane (5 ml) and added to a mixture of trimethylaluminum (2M in toluene, 1.68 ml) and 4-iodoaniline (0.7 g) in dichloromethane (10 ml). The mixture was stirred at room temperature for 16 hours and partitioned between 1N HCl (100 ml) and dichloromethane (100 ml). The organic layer was dried and evaporated to leave a solid. Recrystallization from ether/hexanes gave the title compound (0.73 g): m.p.: 84°-85° C. NMR (CDCl3) 8.4 (br, NH), 7.7-6.9 (m, ArH, 12H), 3.8 (s, OMe, 3H), 3.8 (d, CH, 1H), 3.3 (d, CH, 1H), 1.7 (s, Me, 3H).

후처리

  1. custompartitioned between 1N HCl (100 ml) and dichloromethane (100 ml)
  2. customThe organic layer was dried
  3. customevaporated
  4. customto leave a solid
  5. customRecrystallization from ether/hexanes

출처 및 근거

ORD 기록
ord-19a7cb45db6244108bdde1bb46d13d9b
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05091405

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