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Thionyl Chloride → 3-(chloromethyl)-6-methoxy-N-methylquinolin-2-amine hydrochloride

HRID 1620198
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반응식

HRID 1620198 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([NH:13][CH3:14])[C:7]([CH2:15]O)=[CH:6]2.O=S(Cl)[Cl:19]>C(Cl)Cl>[ClH:19].[Cl:19][CH2:15][C:7]1[C:8]([NH:13][CH3:14])=[N:9][C:10]2[C:5]([CH:6]=1)=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 68182278(6-Methoxy-2-(methylamino)quinolin-3-yl)methanol2회

생성물 1

HCID 681822493-(chloromethyl)-6-methoxy-N-methylquinolin-2-amine hydrochloride수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (6-methoxy-2-(methylamino)quinolin-3-yl)methanol SLA 28152 (0.906 g, 4.15 mmol) in dry CH2Cl2 (100 mL) in a 250 mL round-bottomed flask equipped with a magnetic stirrer was added dropwise SOCl2 (6.03 mL, 83.1 mmol). The mixture was stirred for 1 h at RT then concentrated to dryness at 40° C. under vacuum. The residue was then taken up in CH2Cl2 (20 mL) before concentration back to dryness at 40° C. under vacuum (done 3 times) to give 3-(chloromethyl)-6-methoxy-N-methylquinolin-2-amine hydrochloride SLA 28154 (1.20 g, >100%) as a yellow solid.

후처리

  1. concentrationthen concentrated to dryness at 40° C. under vacuum
  2. concentrationThe residue was then taken up in CH2Cl2 (20 mL) before concentration back to dryness at 40° C. under vacuum (done 3 times)

출처 및 근거

ORD 기록
ord-38e10434671241c9a8aa66c8e870f220
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772316B2

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