Hydrochloric Acid → 5-Methyl-4-phenylacetylamino-thiophene-2-carboxylic acid benzyl ester

HRID 583762ノート

反応式

HRID 583762 の反応式
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([O:18][C:19]([C:21]1[S:22][C:23]([CH3:27])=[C:24]([NH2:26])[CH:25]=1)=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(C(C)C)CC)(C)C.Cl>O1CCCC1.O>[CH2:11]([O:18][C:19]([C:21]1[S:22][C:23]([CH3:27])=[C:24]([NH:26][C:8](=[O:9])[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:25]=1)=[O:20])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7679Phenylacetyl chlorideHCID 81531DiisopropylethylamineHCID 613104205-Methyl-4-amino-thiophene-2-carboxylic acid benzyl ester

生成物 1

HCID 101938015-Methyl-4-phenylacetylamino-thiophene-2-carboxylic acid benzyl ester収率 51.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Phenylacetyl chloride (0.26 g, 1.7 mmol) was added to a stirred solution of 5-methyl-4-amino-thiophene-2-carboxylic acid benzyl ester (0.4 g, 1.6 mmol), prepared as described above in Step 2, and diisopropylethylamine (0.26 g, 2.0 mmol) in tetrahydrofuran (15 mL) under an inert atmosphere at room temperature. After 18 hours, the mixture was diluted with water (100 mL) and acidified with aqueous HCl. The precipitate was filtered off, rinsed with water, then ethanol, then ether, and dried to afford 0.3 g of 5-methyl-4-phenylacetylamino-thiophene-2-carboxylic acid benzyl ester. Recrystallization of a sample from acetonitrile gave product with a mp 173-174° C.

後処理

  1. customprepared
  2. filtrationThe precipitate was filtered off
  3. washrinsed with water
  4. dry with materialethanol, then ether, and dried

出典と根拠

ORDレコード
ord-e02c4ca35b204798b7b6d09718cae3b8
出典データセット
uspto-grants-2005_08
特許番号
US06924276B2

反応ノート

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