O,O-Diethyl dithiophosphate → 3-Hydroxybenzene-1-carbothioamide

HRID 53575

반응식

HRID 53575 반응식
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[S:10])[NH2:9].[OH:11]C1C=C(C=CC=1)C#N.P(S)(OCC)(OCC)=S>O>[OH:11][C:7]1[CH:2]=[C:3]([C:8](=[S:10])[NH2:9])[CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 9274O,O-Diethyl dithiophosphateHCID 133943-CyanophenolHCID 27593422-Hydroxybenzenecarbothioamide

생성물 1

HCID 27593433-Hydroxybenzene-1-carbothioamide수율 57%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The procedure used for the preparation of 3a was repeated with 3-hydroxybenzonitrile (5.48 g, 46.1 mmol), (EtO)2P(S)SH (7.72 mL, 46.1 mmol) and water (9.2 mL) at 80° C. for 36 hr to give 3d (4.04 g, 57%) as a yellow solid after chromatographic purification on silica gel (gradient EtOAc/CH2Cl2 :6-12%) and crystallization from EtOAc/hexane. mp 139.0°-140.0° C.; IR (KBr) 3340, 3280, 3165, 1629, 1590, 1462 cm-1 ; 1H NMR (DMSO-d6) δ86.83 (1H, br d, J=7.0 Hz, Ar), 7.10-7.25 (2H, m, Ar), 7.27 (1H, s, Ar), 9.33 (1H, br s, NH), 9.58 (1H, s, OH), 9.72 (1H, br s, NH); FDMS m/z 153 (M+); Anal. Calcd for C7H7NOS: C, 54.88; H, 4.60; N, 9.14. Found: C, 55.01; H, 4.53; N, 9.02.

출처 및 근거

ORD 기록
ord-81441035e45243d7a47e201ffbd176cb
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620968

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