Sodium Iodide → 5-chloro-2-{[N-(diphenylmethyl)glycyl]amino}benzoic acid

HRID 1626759

反応式

HRID 1626759 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13]Cl)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH:16]([NH2:29])([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[I-].[Na+]>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13][NH:29][CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

6

反応物 3

HCID 5238Sodium IodideHCID 7036BenzhydrylamineHCID 41798255-Chloro-2-((2-chloroacetyl)amino)benzoic acid

生成物 1

HCID 666802955-chloro-2-{[N-(diphenylmethyl)glycyl]amino}benzoic acid収率 49%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1.0 g (4.0 mmol) of 5-chloro-2-[(chloroacetyl)amino]benzoic acid obtained in Example 72-(i), 2.94 g (16.0 mmol) of benzhydrylamine, and 60 mg (0.4 mmol) of sodium iodide were stirred in 3 mL of DMF solution at 80° C. for 1 hour. Thereafter, the mixture was diluted with ethyl acetate, and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. Ethyl acetate was added to the condensed residue, and solids were collected by filtration, followed by drying, thereby giving 744 mg of the target 5-chloro-2-{[N-(diphenylmethyl)glycyl]amino}benzoic acid (yield: 49%).

後処理

  1. washwashed with 1N hydrochloric acid
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionEthyl acetate was added to the condensed residue, and solids
  5. filtrationwere collected by filtration
  6. customby drying

出典と根拠

ORDレコード
ord-3d7be04a68e4440b9598f4d2a2b67d72
出典データセット
uspto-grants-2014_07
特許番号
US08785473B2

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