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

HRID 2226853ノート

反応式

HRID 2226853 の反応式
[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

参加物

5

反応物 2

HCID 4378561Sodium methanethiolate2 回HCID 106815953-Chloro-5-methoxybenzo[b]thiophene-2-carboxamide

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ba72a96911714921855ee1f0c6826876
出典データセット
uspto-grants-1994_09
特許番号
US05350748

反応ノート

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