Penicillamine → 4-Thiazolidinecarboxylic acid, 2-(2-(dimethylamino)-2-oxoethyl)-2,5,5-trimethyl-

HRID 434549

反応式

HRID 434549 の反応式
C(Cl)(Cl)Cl.[NH2:5][C@@H:6]([C:11]([OH:13])=[O:12])[C:7]([SH:10])([CH3:9])[CH3:8].[CH3:14][N:15]([CH3:22])[C:16](=[O:21])[CH2:17][C:18]([CH3:20])=O>C(O)C>[CH3:8][C:7]1([CH3:9])[S:10][C:18]([CH2:17][C:16]([N:15]([CH3:22])[CH3:14])=[O:21])([CH3:20])[NH:5][CH:6]1[C:11]([OH:13])=[O:12]

参加物

5

反応物 3

HCID 5852PenicillamineHCID 6212ChloroformHCID 16278Dimethylacetoacetamide

生成物 1

HCID 30699314-Thiazolidinecarboxylic acid, 2-(2-(dimethylamino)-2-oxoethyl)-2,5,5-trimethyl-収率 76.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 40 ml of a mixture of chloroform and ethyl alcohol (1:1) were suspended 1.49 g (10 mmoles) of D-penicillamine and 1.89 g (15 mmoles) of N,N-dimethylacetoacetamide. The suspension was heated at 80°-90° C. with stirring under a stream of argon to concentrate to a half its volume. 20 ml of a mixture of chloroform and ethyl alcohol (1:1) was added. The concentration and addition of the solvent were repeated until the reaction mixture turned completely clear and a small amount of insolubles was removed by filtration. The solvent was distilled off, and the resulting residue was treated according to the same procedure as in Example 1 to give 1.98 g of 4-carboxy-2,5,5-trimethylthiazolidine-2-N,N-dimethylacetamide as colorless prisms.

後処理

  1. temperatureThe suspension was heated at 80°-90° C.
  2. concentrationto concentrate to a half its volume
  3. addition20 ml of a mixture of chloroform and ethyl alcohol (1:1) was added
  4. concentrationThe concentration and addition of the solvent
  5. customa small amount of insolubles was removed by filtration
  6. distillationThe solvent was distilled off
  7. additionthe resulting residue was treated

出典と根拠

ORDレコード
ord-4a8b40ad07d84f5588416a1d95ebcd2d
出典データセット
uspto-grants-1983_08
特許番号
US04398026

関連ノート

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