Chloranil → Methyl 4-[(2-fluoro-4-iodophenyl)amino]thiophene-3-carboxylate

HRID 237350

反応式

HRID 237350 の反応式
[CH3:1][O:2][C:3]([CH:5]1[C:9]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([I:17])=[CH:13][C:12]=2[F:18])=[CH:8][S:7][CH2:6]1)=[O:4].C1(Cl)C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>C1(C)C=CC=CC=1>[F:18][C:12]1[CH:13]=[C:14]([I:17])[CH:15]=[CH:16][C:11]=1[NH:10][C:9]1[C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][S:7][CH:8]=1

参加物

4

反応物 2

HCID 8371ChloranilHCID 66617580Methyl-4-(2-fluoro-4-iodo-phenylamino)-2,3-dihydro-thiophene-3-carboxylate

生成物 1

HCID 66617354Methyl 4-[(2-fluoro-4-iodophenyl)amino]thiophene-3-carboxylate収率 49.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of methyl-4-(2-fluoro-4-iodo-phenylamino)-2,3-dihydro-thiophene-3-carboxylate (5.7 g, 15.0 mmol) and chloranil (5.7 g, 15.0 mmol) in toluene (50 mL) was heated to reflux for 2 hours. The solution was cooled to room temperature and the solvent was evaporated. The resulting dark brown solid was recrystallized from methanol to provide methyl 4-(2-fluoro-4-iodo-phenylamino)-thiophene-3-carboxylate (2.8 g, 49.5% yield). MS (EI) for C12H9FINO2S: 378 (MH+).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. customthe solvent was evaporated
  4. customThe resulting dark brown solid was recrystallized from methanol

出典と根拠

ORDレコード
ord-cfa182daf9654672b099bdc893398aa9
出典データセット
uspto-grants-2014_02
特許番号
US08642584B2

関連ノート

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