Isonicotinic Acid → 2-Saccharinylmethyl pyridine-4-carboxylate

HRID 864755

반응식

HRID 864755 반응식
[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

참가 물질

5

반응물 3

HCID 5922Isonicotinic AcidHCID 8471TriethylamineHCID 15225519N-Bromomethylsaccharin

생성물 1

HCID 98617952-Saccharinylmethyl pyridine-4-carboxylate수율 37%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6457aa1183e04a4099e7ab2d812163ed
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563163

연결된 노트

불러오는 중…