Hydrochloric Acid → HCID 178503295、化合物

HRID 32340

反応式

HRID 32340 の反応式
CO[C:3](=[O:12])[C:4]([C:10]#[N:11])=[C:5]([S:8][CH3:9])SC.[C:13]([CH2:15][C:16]([NH2:18])=[S:17])#[N:14].C([O-])([O-])=O.[K+].[K+].Cl>CS(C)=O>[OH:12][C:3]1[NH:18][C:16](=[S:17])[C:15]([C:13]#[N:14])=[C:5]([S:8][CH3:9])[C:4]=1[C:10]#[N:11]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoateHCID 14162772-Cyanoethanethioamide

生成物 1

HCID 178503295HCID 178503295、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

2-cyano-3,3-bis-methylsulfanyl-acrylic acid methyl ester Compound 1a (25.0 g, 123 mmol) was combined with 97% 2-cyano-thioacetamide (12.7 g, 123 mmol) and K2CO3 (51.0 g, 369 mmol) in DMSO (300 mL) at room temperature. The reaction was stirred for 18 hrs. The cooled reaction mixture (0° C.) was slowly acidified with 1N HCl. The resultant yellow precipitate was collected by filtration and sequentially washed with 1N HCl, water, MeOH and hexane to give 6-hydroxy-4-methylsulfanyl-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitrile Compound 1b (24.7 g, 90% yield). 1H NMR (DMSOd6) δ 2.66 (s, 3H). 13C NMR (DMSOd6) δ 118.1 (CN), 117.3 (CN), 17.4 (SMe). MS 222 (M−).

後処理

  1. customThe cooled reaction mixture (0° C.)
  2. filtrationThe resultant yellow precipitate was collected by filtration
  3. washsequentially washed with 1N HCl, water, MeOH and hexane

出典と根拠

ORDレコード
ord-4e9eb525ff6140618b62125cd778740a
出典データセット
uspto-grants-2008_09
特許番号
US07427625B2

関連ノート

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