Sodium methanethiolate → 5-Methoxy-3-(methylthio)benzo[b]thiophene-2-carboxamide

HRID 2226853노트

반응식

HRID 2226853 반응식
[CH3:1][S-:2].[Na+].Cl[C:5]1[C:6]2[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:7]=2[S:8][C:9]=1[C:10]([NH2:12])=[O:11]>CN(C=O)C.C(OCC)(=O)C>[CH3:18][O:17][C:15]1[CH:14]=[CH:13][C:7]2[S:8][C:9]([C:10]([NH2:12])=[O:11])=[C:5]([S:2][CH3:1])[C:6]=2[CH:16]=1

참가 물질

5

반응물 2

HCID 4378561Sodium methanethiolate2회HCID 106815953-Chloro-5-methoxybenzo[b]thiophene-2-carboxamide

생성물 1

HCID 108247755-Methoxy-3-(methylthio)benzo[b]thiophene-2-carboxamide수율 72%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Sodium thiomethoxide (93 mg, 1.32 mmol) is added to a suspension of 3-chloro-5-methoxybenzo[b]thiophene-2-carboxamide (250 mg, 1.03 mmol) in 2 mL of DMF. After 1 hour, an additional amount of sodium thiomethoxide (13 mg) is added. The reaction mixture is diluted with ethyl acetate and washed with 1N NaOH, 1N HCl, water, and brine. The organic layer is dried over MgSO4. Filtration followed by concentration in vacuo and recrystallization from ethyl acetate:hexane gives 5-methoxy-3-(methylthio)benzo[b]thiophene-2-carboxamide in 72% yield; mp=171°-173° C.

후처리

  1. washwashed with 1N NaOH, 1N HCl, water, and brine
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationFiltration
  4. concentrationfollowed by concentration in vacuo and recrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-ba72a96911714921855ee1f0c6826876
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05350748

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