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Urea → 2,4-Imidazolidinedione, 5-cyclohexyl-

HRID 1978160
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HRID 1978160 반응식
[CH:1]1([CH:7]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:9][C:10]([NH2:12])=[O:11].CN1CCC[C:15]1=[O:19]>[Pd](Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.S(=O)(=O)(O)O.[Br-].[Li+]>[CH:1]1([CH:7]2[NH:12][C:10](=[O:11])[NH:9][C:15]2=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 3

HCID 1176UreaHCID 13387N-methyl-2-pyrrolidoneHCID 16275Cyclohexanecarboxaldehyde

생성물 1

HCID 38708432,4-Imidazolidinedione, 5-cyclohexyl-수율 70%

시약·촉매·용매 4

HCID 1118Sulfuric Acid촉매HCID 11776Triphenylphosphine촉매
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HCID 82050
Lithium Bromide
촉매
HCID 83469Palladium bromide (PdBr2)촉매

실험 절차

2,800 g cyclohexanecarbaldehyde, 1,500 g urea, 25 ml N-methylpyrrolidone, 0.017 g palladium(II) bromide, 0.033 g triphenylphosphane, 0.100 g sulfuric acid and 0.760 g lithium bromide are reacted in a 300 ml autoclave under 60 bar at 100C. After a reaction time of 12 hours, the solvent is removed in vacuo and the residue is analyzed by means of high pressure liquid chromatography (HPLC). 3,200 g 5-cyclohexyl-hydantoin are formed. This corresponds to a yield of 70%.

후처리

  1. customAfter a reaction time of 12 hours, the solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-580fcdc3935949378a5ba7b115ad5962
출처 데이터셋
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06235910B1

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