Potassium Carbonate → Benzo[b]thiophene-2-carboxylic acid, 3-amino-6-chloro-, methyl ester

HRID 235065

반응식

HRID 235065 반응식
[N+]([C:4]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])([O-])=O.[C:13]([O:17][CH2:18]C)(=[O:16])[CH2:14][SH:15].C(=O)([O-])[O-].[K+].[K+].CCCCCC.CCOC(C)=O>CCO>[NH2:7][C:6]1[C:5]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:4]=2[S:15][C:14]=1[C:13]([O:17][CH3:18])=[O:16]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 12185Ethyl ThioglycolateHCID 969244-Chloro-2-nitrobenzonitrileHCID 21226206Ethyl acetate hexane

생성물 1

HCID 14916787Benzo[b]thiophene-2-carboxylic acid, 3-amino-6-chloro-, methyl ester수율 31%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-nitro-4-chlorobenzonitrile (1.94 g, 10.6 mmol) was treated with 1 eq of ethyl thioglycolate and 1 eq potassium carbonate in EtOH as described in Example 41A to give after chromatography (4:1 hexane/EtOAc) the title compound in 31% yield. 1H NMR (300 MHz, CDCl3) d 1.38 (t, J=7 Hz, 3H), 4.36 (q, J=7 Hz, 2H), 5.85 (bs, 2H), 7.33 (dd, J=9,2 Hz, 1H), 7.54 (d, J=9 Hz; 1H), 7.1 (d, J=2 Hz, 1H). MS (DCI/NH3) m/e 256 (M+H)+.

출처 및 근거

ORD 기록
ord-6bc4b181c0634fd8a28e20f02217f777
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597823

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