Phosgene → 1,3-Bis(cyclohexylmethyl)urea

HRID 891231노트

반응식

HRID 891231 반응식
[CH:1]1([CH2:7][NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[C:11](Cl)(Cl)=[O:12]>C1(C)C=CC=CC=1>[CH:1]1([CH2:7][NH:8][C:11]([NH:8][CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 6371PhosgeneHCID 14798Sodium HydroxideHCID 76688Cyclohexanemethylamine

생성물 1

HCID 2315151,3-Bis(cyclohexylmethyl)urea수율 95%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of cyclohexanemethylamine (Aldrich, 68.66 g) and 5 N sodium hydroxide (Fisher, 200 ml) was stirred vigorously with cooling (−10° C.) while a solution of phosgene (30.0 g) in toluene (600 ml) was added rapidly. After stirring for 20 minutes, the resulting mixture was filtered and the precipitated solid was washed with water (˜1500 ml) and dried (0.5 Torr) to give 1,3-bis(cyclohexylmethyl)urea as white powder (72.72 g, 95%), m.p. 150–152° C.; 1H-NMR (DMSO-d6) δ: 5.74 (br t, J=5.8 Hz, 2, 2 NH), 2.81 (t, J=6.3 Hz, 4, 2 NCH2), 1.62, 1.25, and 0.85 (all m, 22, 2 cyclohexyl).

후처리

  1. additionwas added rapidly
  2. stirringAfter stirring for 20 minutes
  3. filtrationthe resulting mixture was filtered
  4. washthe precipitated solid was washed with water (˜1500 ml)
  5. customdried (0.5 Torr)

출처 및 근거

ORD 기록
ord-7493f2b897144bacb6e38d93edbdbffa
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07002012B2

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