Triethylamine → N-[6-(n-butyl)-4H-1-benzothiopyran-4-on-3-yl]-oxalic acid amide methyl ester

HRID 65467

反応式

HRID 65467 の反応式
[Cl-].[CH3:2][O:3][C:4](=[O:8])[C:5]([OH:7])=O.[NH2:9][C:10]1[C:15](=[O:16])[C:14]2[CH:17]=[C:18]([CH2:21][CH2:22][CH2:23][CH3:24])[CH:19]=[CH:20][C:13]=2[S:12][CH:11]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:2][O:3][C:4](=[O:8])[C:5]([NH:9][C:10]1[C:15](=[O:16])[C:14]2[CH:17]=[C:18]([CH2:21][CH2:22][CH2:23][CH3:24])[CH:19]=[CH:20][C:13]=2[S:12][CH:11]=1)=[O:7]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 202331283-amino-6-(n-butyl)-4H-1-benzothiopyran-4-oneHCID 86640482Oxalic acid monomethyl ester chloride

生成物 1

HCID 86741042N-[6-(n-butyl)-4H-1-benzothiopyran-4-on-3-yl]-oxalic acid amide methyl ester

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

2.94 g (0.024 mol) of oxalic acid monomethyl ester chloride are added to a solution of 5.05 g (0.0216 mol) of 3-amino-6-(n-butyl)-4H-1-benzothiopyran-4-one and 2.4 g (0.024 mol) of triethylamine in 325 ml of chloroform, the temperature of the reaction mixture rising to 30°. The mixture is then stirred for one hour at room temperature. The mixture is then concentrated to dryness by evaporation and the crystalline residue is stirred with ethanol, filtered with suction and washed first with ethanol and then with ether. After drying, N-[6-(n-butyl)-4H-1-benzothiopyran-4-on-3-yl]-oxalic acid amide methyl ester having a melting point of 192°-193.5° is obtained.

後処理

  1. customrising to 30°
  2. concentrationThe mixture is then concentrated to dryness by evaporation
  3. stirringthe crystalline residue is stirred with ethanol
  4. filtrationfiltered with suction
  5. washwashed first with ethanol
  6. customAfter drying

出典と根拠

ORDレコード
ord-8f68ced42d6240b895461757e3233495
出典データセット
uspto-grants-1986_09
特許番号
US04614745

関連ノート

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