Phosgene → 1,3-Bis(cyclohexylmethyl)urea

HRID 396261ノート

反応式

HRID 396261 の反応式
[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

参加物

5

反応物 3

HCID 6371PhosgeneHCID 14798Sodium HydroxideHCID 76688Cyclohexanemethylamine

生成物 1

HCID 2315151,3-Bis(cyclohexylmethyl)urea収率 95%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-d11ef4c2d0e8414bb407a3585e81dca6
出典データセット
uspto-grants-2003_08
特許番号
US06608069B1

反応ノート

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