Hydrogen Sulfide → Ethyl 2-carbamothioylnicotinate

HRID 1400222ノート

反応式

HRID 1400222 の反応式
CCN(CC)CC.[C:8]([C:10]1[N:20]=[CH:19][CH:18]=[CH:17][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:9].[SH2:21]>N1C=CC=CC=1>[C:8]([C:10]1[N:20]=[CH:19][CH:18]=[CH:17][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[S:21])[NH2:9]

参加物

5

反応物 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 12747366Ethyl 2-cyanopyridine-3-carboxylate

生成物 1

HCID 86644784Ethyl 2-carbamothioylnicotinate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Et3N (10 ml) was added to a solution of ethyl 2-cyanonicotinate (1.9 g, 10.78 mmol) in 20 ml of pyridine. Hydrogen sulfide was passed through the reaction mixture at 5° C. for 20 minutes, then the mixture was stirred for 1 hour at room temperature. For work up the solution was purged with nitrogen for 30 minutes, evaporated to dryness, and the remaining solid dissolved in 200 ml of dichloromethane. The organic layer was washed successively with water and brine, dried, evaporated and treated with ethylacetate to give 2.15 g of a red oil which was reacted without further purification.

後処理

  1. customFor work up the solution was purged with nitrogen for 30 minutes
  2. customevaporated to dryness
  3. dissolutionthe remaining solid dissolved in 200 ml of dichloromethane
  4. washThe organic layer was washed successively with water and brine
  5. customdried
  6. customevaporated
  7. additiontreated with ethylacetate

出典と根拠

ORDレコード
ord-5123d939dd004b7abf47a487f5fac4b0
出典データセット
uspto-grants-2014_12
特許番号
US08906941B2

反応ノート

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