Phosphorus oxychloride → 1-Chloro-2,7-naphthyridine

반응식

O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178517682HCID 178517682, 화합물

생성물 1

HCID 130821701-Chloro-2,7-naphthyridine수율 68%

반응 조건

온도: 130 °C

실험 절차

A pressure bottle, equipped with a magnetic stirrer, was charged with 1-hydroxy-2,7-naphthyridine (2.6 g, 17.8 mmol) and 100 mL of phosphorous oxychloride. The bottle was sealed and heated at 130° C. overnight. Upon cooling, the bottle was opened and the excess POCl3 was removed by evaporation in vacuo. The residue was treated with excess saturated Na2CO3 and extracted twice with CHCl3. The organic layer was washed with brine and dried (Na2SO4). Evaporation of the solvent afforded the product as a light brown solid (2.0 g, 68%, purity 90-95% based on NMR). The product was of suitable purity for use in the next step.

후처리

customA pressure bottle, equipped with a magnetic stirrer
customThe bottle was sealed
temperatureUpon cooling
customthe excess POCl3 was removed by evaporation in vacuo
additionThe residue was treated with excess saturated Na2CO3
extractionextracted twice with CHCl3
washThe organic layer was washed with brine
dry with materialdried (Na2SO4)
customEvaporation of the solvent

출처 및 근거

ORD 기록: ord-5ffb66c59a6d4d5482ea0ed95b2d6815
출처 데이터셋: uspto-grants-1989_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04859671

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