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

HRID 434549

반응식

HRID 434549 반응식
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]

참가 물질

5

반응물 3

HCID 5852PenicillamineHCID 6212ChloroformHCID 16278Dimethylacetoacetamide

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4a8b40ad07d84f5588416a1d95ebcd2d
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04398026

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