Benzoyl isothiocyanate → 6-Thioureido-nicotinic acid ethyl ester

HRID 1985766ノート

反応式

HRID 1985766 の反応式
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[N:7][CH:6]=1)[CH3:2].C([N:21]=[C:22]=[S:23])(=O)C1C=CC=CC=1.[O-]CC.[Na+]>C1COCC1.C(O)C>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:22]([NH2:21])=[S:23])=[N:7][CH:6]=1)[CH3:2]

参加物

6

反応物 3

HCID 68284Benzoyl isothiocyanateHCID 235927Ethyl 6-AminonicotinateHCID 2723922Sodium ethoxide

生成物 1

HCID 220190876-Thioureido-nicotinic acid ethyl ester収率 77%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

A mixture of ethyl-6-amino-nicotinate (2.5 g, 15 mmol) and benzoyl isothiocyanate (2.45 g, 15 mmol) in THF (20 mL) was heated at 40° C. for 4 h. To this mixture at RT, was added sodium ethoxide (2.04 g, 30 mmol) in ethanol (10 mL). After stirring the resulting mixture at RT for 16 h, the volatiles were removed in vacuo. The residue was suspended in aqueous NH4Cl and the solid formed was collected by filtration, rinsed with water and dried to afford 6-thioureido-nicotinic acid ethyl ester as a white solid (2.6 g, 77% yield). LC/MS; (M+H)+=226.

後処理

  1. customthe volatiles were removed in vacuo
  2. customthe solid formed
  3. filtrationwas collected by filtration
  4. washrinsed with water
  5. customdried

出典と根拠

ORDレコード
ord-93eb81c6b7a541f8ac484d890aa60477
出典データセット
uspto-grants-2009_06
特許番号
US07547711B2

反応ノート

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