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

HRID 867448

反応式

HRID 867448 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-62b0d1a1851d45a79744ced82a0f96dc
出典データセット
uspto-grants-1988_10
特許番号
US04775677

関連ノート

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