(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → Ethyl 6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-benzothiophene-2-carboxylate

HRID 500669

反応式

HRID 500669 の反応式
[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]([C:7]([NH:9][NH:10][C:11](=O)[CH2:12][C:13]2[CH:26]=[CH:25][C:16]3[CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[S:19][C:15]=3[CH:14]=2)=[O:8])=[CH:5][CH:4]=1.[OH-].COC(NS([N+](CC)(CC)CC)(=O)=O)=O>C1COCC1>[CH3:1][O:2][C:3]1[CH:29]=[CH:28][C:6]([C:7]2[O:8][C:11]([CH2:12][C:13]3[CH:26]=[CH:25][C:16]4[CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[S:19][C:15]=4[CH:14]=3)=[N:10][N:9]=2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 11032497(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 59424237Ethyl 6-{2-[2-(4-methoxybenzoyl)hydrazino]-2-oxoethyl}-1-benzothiophene-2-carboxylate

生成物 1

HCID 59424234Ethyl 6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-benzothiophene-2-carboxylate収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethyl 6-{2-[2-(4-methoxybenzoyl)hydrazino]-2-oxoethyl}-1-benzothiophene-2-carboxylate (78 mg, 0.19 mmol) and (methoxycarbonylsulfamoyl)-triethylammonium hydroxide, inner salt (113 mg, 0.47 mmol) in THF was heated to 100° C. in the microwave for 10 minutes. The reaction was filtered through a pad of silica and washed with ethyl acetate. The organics were evaporated to dryness to give 70 mg (94%) of the title compound as a clear oil. LC/MS (EI): cal'd 395.1 (MW), exp 395.1 (MW).

後処理

  1. filtrationThe reaction was filtered through a pad of silica
  2. washwashed with ethyl acetate
  3. customThe organics were evaporated to dryness

出典と根拠

ORDレコード
ord-251e4cdac0f443e7ac30a0e81931bdf7
出典データセット
uspto-grants-2010_08
特許番号
US07772238B2

関連ノート

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