Benzoyl isothiocyanate → 1-Benzoyl-3-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea

HRID 1809579ノート

反応式

HRID 1809579 の反応式
[O:1]([C:8]1[C:9]([NH2:21])=[N:10][CH:11]=[C:12]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]([N:30]=[C:31]=[S:32])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1COCC1>[C:22]([NH:30][C:31]([NH:21][C:9]1[C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:13][C:12]([S:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)=[CH:11][N:10]=1)=[S:32])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

参加物

4

反応物 2

HCID 68284Benzoyl isothiocyanateHCID 669951573-Phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine

生成物 1

HCID 866410891-Benzoyl-3-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea収率 88.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A 125 mL flask was charged with 3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-amine (Example 34, Step A, 1.15 g, 3.89 mmol) and benzoyl isothiocyanate (0.699 g, 4.28 mmol) in THF (50 mL) and stirred at ambient temperature for 18 hours. The THF was removed in vacuo and the residue was dissolved in CH2Cl2 (10 mL) and added dropwise to 100 mL of 9:1 hexanes:EtOAc. The solvent was decanted and the residue was dried to provide 1-benzoyl-3-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea (1.57 g, 88.2% yield) as a yellow solid.

後処理

  1. customThe THF was removed in vacuo
  2. dissolutionthe residue was dissolved in CH2Cl2 (10 mL)
  3. additionadded dropwise to 100 mL of 9:1 hexanes
  4. customThe solvent was decanted
  5. customthe residue was dried

出典と根拠

ORDレコード
ord-5c284c46d08b40ebbd9b6b0fedaac801
出典データセット
uspto-grants-2013_01
特許番号
US08362037B2

反応ノート

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