Hydrochloric Acid → 4-(3-Mercaptopyridin-4-yl)benzonitrile

HRID 45774

反応式

HRID 45774 の反応式
F[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.[S-2:16].[Na+].[Na+].Cl>CN(C=O)C>[SH:16][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14804Sodium SulfideHCID 108564354-(3-Fluoropyridin-4-yl)benzonitrile

生成物 1

HCID 679970614-(3-Mercaptopyridin-4-yl)benzonitrile収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

A mixture of 4-(3-fluoropyridin-4-yl)benzonitrile (1.08 g, 5.4 mmol) and sodium sulfide (0.84 g, 10.8 mmol) in DMF (20 mL) was stirred at 130° C. for 0.5 hours. While the reaction was cooled in ice water bath, aqueous HCl (6N, 2.5 mL) was added drop wise with rigorous stirring. The resulting yellow paste was concentrated using rotary evaporation on a water bath (80° C.) to dryness. The resulting yellow solid was extracted with methanol (4×20 mL). The combined extracts were concentrated to dryness to give a yellow solid (1.1 g, 96%).

後処理

  1. concentrationThe resulting yellow paste was concentrated
  2. customevaporation on a water bath (80° C.) to dryness
  3. extractionThe resulting yellow solid was extracted with methanol (4×20 mL)
  4. concentrationThe combined extracts were concentrated to dryness

出典と根拠

ORDレコード
ord-dfe61e8317574b2dbb0f1e3faa3d24a2
出典データセット
uspto-grants-2013_09
特許番号
US08541589B2

関連ノート

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