Hydrochloric Acid → [3-Cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetic acid

HRID 867448

반응식

HRID 867448 반응식
[CH:1]1([N:7]2[C:11](=[O:12])[C:10](=[CH:13][C:14]([O:16]C)=[O:15])[S:9][C:8]2=[N:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[I-].[Li+].Cl>CN(C)C=O.O>[CH:1]1([N:7]2[C:11](=[O:12])[C:10](=[CH:13][C:14]([OH:16])=[O:15])[S:9][C:8]2=[N:18][CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 66321Lithium iodideHCID 3967510Methyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetate

생성물 1

HCID 54247385[3-Cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetic acid수율 67.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of methyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetate (5.0 g, 14 mmoles) and anhydrous lithium iodide (7.6 g, 57 mmoles) in N,N-dimethylformamide (30 mls) is heated under argon to reflux. After six hours the mixture is cooled, diluted with water, acidified with 4N HCl, and extracted twice with dichloromethane. The combined extracts are washed with brine and dried over MgSO4. The solvent is removed to afford a syrupy residue which evenually crystallizes. Recrystallization from acetonitrile gave the product (3.2 g), mp 189°-190° C.

후처리

  1. temperatureis heated under argon
  2. temperatureto reflux
  3. temperatureAfter six hours the mixture is cooled
  4. extractionextracted twice with dichloromethane
  5. washThe combined extracts are washed with brine
  6. dry with materialdried over MgSO4
  7. customThe solvent is removed
  8. customto afford a syrupy residue which
  9. customevenually crystallizes
  10. customRecrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-62b0d1a1851d45a79744ced82a0f96dc
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04775677

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