Phosgene → 1,3-Bis(cyclohexylmethyl)urea

HRID 396261노트

반응식

HRID 396261 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 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
  5. customdried (0.5 Torr)

출처 및 근거

ORD 기록
ord-d11ef4c2d0e8414bb407a3585e81dca6
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608069B1

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