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

HRID 343935노트

반응식

HRID 343935 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-a8d3db47a04a4cb486bfe1bf6134c96a
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05863947

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