4-Iodoaniline → HCID 19908434、化合物

HRID 1534864ノート

反応式

HRID 1534864 の反応式
[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

参加物

5

反応物 3

HCID 108934-IodoanilineHCID 16682925TrimethylaluminumHCID 19908445HCID 19908445、化合物

生成物 1

HCID 19908434HCID 19908434、化合物収率 89.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-19a7cb45db6244108bdde1bb46d13d9b
出典データセット
uspto-grants-1992_02
特許番号
US05091405

反応ノート

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