Triethylamine → 5-(3-Methoxyphenyl)benzimidazolidin-2-one

HRID 413248ノート

反応式

HRID 413248 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[CH:11][C:12]([NH2:18])=[C:13]([CH:17]=2)C(O)=O)[CH:6]=[CH:7][CH:8]=1.C[N:20]1CCC[C:21]1=[O:25].C(N(CC)CC)C>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[CH:11][C:12]3[NH:18][C:21](=[O:25])[NH:20][C:13]=3[CH:17]=2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 223253354-Amino-3'-methoxy[1,1'-biphenyl]-3-carboxylic acid

生成物 1

HCID 223253275-(3-Methoxyphenyl)benzimidazolidin-2-one

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a suspension of 5-(3-methoxyphenyl)-2-aminobenzoic acid (2.0g) in 1,4-dioxane (20 mL) add N-methylpyrolidinone (NMP, 5 mL) and triethylamine (1.4 mL), followed by diphenyl phosphoric azide (DPPA, 2.5 g). After stirring at ambient temperature for 30 minutes, heat the mixture to 100° C. for 2 hours, until gas evolution fully subsided. Cool the mixture to ambient temperature and concentrate in vacuo. Dissolve the residue in MeOH and leave to stand for 18 hours. Filter the precipitate and air dry to obtain 5-(3-methoxyphenyl)benzimidazolidin-2-one as a pale yellow solid.

後処理

  1. temperatureheat the mixture to 100° C. for 2 hours
  2. temperatureCool the mixture to ambient temperature
  3. concentrationconcentrate in vacuo
  4. dissolutionDissolve the residue in MeOH
  5. customleave
  6. waitto stand for 18 hours
  7. filtrationFilter the precipitate and air
  8. customdry

出典と根拠

ORDレコード
ord-8b709cc66827410b9b2df21321afb77d
出典データセット
uspto-grants-2003_05
特許番号
US06566367B2

反応ノート

読み込み中…