3-Cyano-7-hydroxy-4-methylcoumarin → HCID 136387768、化合物

HRID 579438ノート

反応式

HRID 579438 の反応式
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:15])=[C:7]([C:13]#[N:14])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.[NH4+]=[S:17]>CN(C)C=O>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:15])=[C:7]([C:13](=[S:17])[NH2:14])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1

参加物

3

反応物 1

HCID 53931723-Cyano-7-hydroxy-4-methylcoumarin

生成物 1

HCID 136387768HCID 136387768、化合物収率 36.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 7-Hydroxy-4-methyl-2-oxo-2H-chromene-3-carbonitrile (7.50 g, 37.31 mmol) in N,N-dimethylformamide (150 mL), ammonium sulfide (40-48 wt. % solution in water; 38 mL, 560 mmol) was added, and the resulted mixture was stirred at room temperature for a week. An additional portion of ammonium sulfide (38 mL) was added on every second day. The solution was evaporated and the solid residue was triturated with water, filtered and dried. The obtained crude product was purified by column chromatography (Kieselgel 60), with chloroform-methanol (1:1) as eluent. The title compound (3.20 g, 13.6 mmol, 36%) was isolated as a yellow powder,

後処理

  1. customThe solution was evaporated
  2. customthe solid residue was triturated with water
  3. filtrationfiltered
  4. customdried
  5. customThe obtained crude product
  6. customwas purified by column chromatography (Kieselgel 60), with chloroform-methanol (1:1) as eluent

出典と根拠

ORDレコード
ord-30b67dfb2de145eeaae157fb6a32826c
出典データセット
uspto-grants-2015_05
特許番号
US09040714B2

反応ノート

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