Triethylamine → 2-[4-(3-Oxo-1,2-benzothiazol-2-yl)phenyl]acetic acid

HRID 3270

反応式

HRID 3270 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[S:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23](Cl)=[O:24]>CCOCCO>[O:24]=[C:23]1[C:22]2[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=2[S:20][N:1]1[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 145334-Aminophenylacetic acidHCID 109107152-(Chlorothio)-benzoyl chloride

生成物 1

HCID 4629372-[4-(3-Oxo-1,2-benzothiazol-2-yl)phenyl]acetic acid収率 69.4%

試薬・触媒・溶媒 1

HCID 8076Glycol monoethyl ether溶媒

実験手順

To a mixture of 7.55 g (0.05 mol) of 4-aminophenylacetic acid and 15.15 g (0.15 mol) of triethylamine in 25 mL of ethyl cellosolve was added 10.3 g (0.05 mol) of 2-chlorosulfenylbenzoyl chloride (Arzneimittel Forsch., 1964;14:1301). The mixture was stirred at room temperature for 3 hours, concentrated in vacuo, and water was added to the residue. The mixture was acidified with HCl and filtered to give 9.9 g of the title compound, mp 173°-175° C.

後処理

  1. concentrationconcentrated in vacuo, and water
  2. additionwas added to the residue
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-4b393218356b401fbefc98b26c343968
出典データセット
uspto-grants-1998_03
特許番号
US05733921

関連ノート

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