Phosphorus oxychloride → Methyl 1-chloro-4-hydroxyisoquinoline-3-carboxylate

반응식

[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=O)[NH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14].P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([C:13]([O:15][CH3:16])=[O:14])[N:4]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 788106Methyl 1,4-dihydroxyisoquinoline-3-carboxylate

생성물 1

HCID 18698155Methyl 1-chloro-4-hydroxyisoquinoline-3-carboxylate

실험 절차

2.84 g (13 mmol) of methyl 4-hydroxy-1 (2H)-isoquinolone-3-carboxylate (prepared as in M. Suzuki, SYNTHESIS, 461 (1978)) was stirred at 70° C. for 3 h in 25 ml of phosphorus oxychloride. After cooling, the mixture was added to 500 ml of ice water, the precipitate was filtered off with suction next morning and dried at 70° C. under an IR Lamp. 2.96 g of product were obtained; m.p. 168° C.

후처리

temperatureAfter cooling
filtrationthe precipitate was filtered off with suction next morning
customdried at 70° C. under an IR Lamp

출처 및 근거

ORD 기록: ord-5500c18e52434059900a9d76026a546c
출처 데이터셋: uspto-grants-2000_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06093730

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