Dicyclohexylamine → 1,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea

HRID 531931

反応式

HRID 531931 の反応式
[NH2:1][C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.[C:9](N1C=CN=C1)(N1C=CN=C1)=[O:10].[CH:21]1([NH:27][CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>CN(C1C=CN=CC=1)C.C1COCC1>[CH:28]1([N:27]([CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[C:9]([NH:1][C:2]2[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=2)=[O:10])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

参加物

6

反応物 3

HCID 7582DicyclohexylamineHCID 682631,1'-CarbonyldiimidazoleHCID 27377982-Amino-1,3-thiazole-5-carbaldehyde

生成物 1

HCID 578834711,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-Amino-5-formylthiazole (215 mg, 1.67 mmol), carbonyldiimidazole (275 mg, 1.70 mmol) and a catalytic amount of DMAP were heated together in 5 mL THF at 40° C. for 2 h. To this solution was added dicyclohexylamine (0.34 mL, 1.70 mmol) and the reaction mixture was stirred for an additional 6 h at room temperature. The reaction mixture was concentrated and the crude product was purified by flash chromatography (silica, CH2Cl2-EtOAc, 4:1) to obtain 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customthe crude product was purified by flash chromatography (silica, CH2Cl2-EtOAc, 4:1)

出典と根拠

ORDレコード
ord-dbbd0503bdd04ceab792a1e57e250e34
出典データセット
uspto-grants-2014_10
特許番号
USRE045183E1

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