Hydrochloric Acid → 5-(4-Cyano-2-phenoxyphenyl)hydantoin

HRID 343935ノート

反応式

HRID 343935 の反応式
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=1)#[N:2].[C-]#N.[K+].[C:21](=[O:24])([O-])[O-].[NH4+:25].[NH4+:26].Cl.[CH2:28]([OH:30])C.O>O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[NH:26][C:28](=[O:30])[NH:25][C:21]2=[O:24])=[C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:4]=1)#[N:2]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 19096565Water ethanolHCID 219054244-Cyano-2-phenoxybenzaldehyde

生成物 1

HCID 700771845-(4-Cyano-2-phenoxyphenyl)hydantoin

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A stirred mixture of 4-cyano-2-phenoxybenzaldeyde (2.23 g, 10 mmol), potassium cyanide (1.30 g, 20 mmol) and ammonium carbonate (3.84 g, 40 mmol) in ethanol-water (30 ml, 1:1) was heated to 80° C. for 2 hours in a sealed vessel. The mixture was diluted with water (30 ml), cautiously acidified to pH1 with 5M hydrochloric acid (20 ml) and extracted with ethyl acetate (30 ml). The extracts were washed with water (30 ml), dried, filtered and evaporated to a viscous brown oil (3.1 g). Chromatography on flash silica (graded elution with 2 to 4% methanol in dichloromethane) gave 5-(4-cyano-2-phenoxyphenyl)hydantoin as a yellow foam.

後処理

  1. extractionextracted with ethyl acetate (30 ml)
  2. washThe extracts were washed with water (30 ml)
  3. customdried
  4. filtrationfiltered
  5. customevaporated to a viscous brown oil (3.1 g)

出典と根拠

ORDレコード
ord-a8d3db47a04a4cb486bfe1bf6134c96a
出典データセット
uspto-grants-1999_01
特許番号
US05863947

反応ノート

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