Isonicotinic Acid → 2-Saccharinylmethyl pyridine-4-carboxylate

HRID 864755ノート

反応式

HRID 864755 の反応式
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.Br[CH2:11][N:12]1[C:22](=[O:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[S:13]1(=[O:15])=[O:14].C(N(CC)CC)C>C1(C)C(C)=CC=CC=1>[N:5]1[CH:6]=[CH:7][C:2]([C:1]([O:9][CH2:11][N:12]2[C:22](=[O:23])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[S:13]2(=[O:14])=[O:15])=[O:8])=[CH:3][CH:4]=1

参加物

5

反応物 3

HCID 5922Isonicotinic AcidHCID 8471TriethylamineHCID 15225519N-Bromomethylsaccharin

生成物 1

HCID 98617952-Saccharinylmethyl pyridine-4-carboxylate収率 37%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A mixture of isonicotinic acid (0.98 g, 0.008 mol), 2-bromomethylsaccharin (2.11 g, 0.008 mol), triethylamine (0.81 g, 0.008 mol) and xylene (25 ml) were refluxed for 1 hour. The solvent was removed in vacuo and the residue was partitioned between water and methylene chloride. The organic layer was separated and the solvent removed in vacuo. The solid residue was recrystallized from CH3CN to afford 0.9 g (37%) of 2-saccharinylmethyl pyridine-4-carboxylate as a yellow solid, m.p. 145°-146° C.

後処理

  1. temperaturewere refluxed for 1 hour
  2. customThe solvent was removed in vacuo
  3. customthe residue was partitioned between water and methylene chloride
  4. customThe organic layer was separated
  5. customthe solvent removed in vacuo
  6. customThe solid residue was recrystallized from CH3CN

出典と根拠

ORDレコード
ord-6457aa1183e04a4099e7ab2d812163ed
出典データセット
uspto-grants-1996_10
特許番号
US05563163

反応ノート

読み込み中…