Hydrochloric Acid → 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol

HRID 372112

反応式

HRID 372112 の反応式
[CH:1]1([NH:7][C:8](=[O:22])[NH:9][C:10]2[CH:21]=[CH:20][C:13]([O:14][CH2:15][CH:16]([OH:19])[CH2:17][NH2:18])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Cl.[C:30]([CH:38]=[C:39](Cl)[CH3:40])(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[N:33][CH:32]=1.[Na].C(CC(=O)C)(=O)C1C=CC=NC=1.Cl.S(Cl)(Cl)=O.Cl.C(C(C)=CCl)(=O)C1C=CC=NC=1>C1(C)C=CC=CC=1>[C:30]([CH:38]=[C:39]([NH:18][CH2:17][CH:16]([OH:19])[CH2:15][O:14][C:13]1[CH:20]=[CH:21][C:10]([NH:9][C:8]([NH:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:22])=[CH:11][CH:12]=1)[CH3:40])(=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[N:33][CH:32]=1

参加物

10

反応物 8

HCID 313Hydrochloric Acid2 回HCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 3001601-(Pyridin-3-yl)butane-1,3-dione2 回HCID 5360545SodiumHCID 122382301-(p-Cyclohexylureido-phenoxy)-3-amino-propan-2-olHCID 736763322-Nicotinoyl-1-methylvinyl chloride hydrochlorideHCID 131711099Nicotinoyl-methylvinyl chloride hydrochloride

生成物 1

HCID 706192841-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

6.1 g of 1-(p-cyclohexylureido-phenoxy)-3-amino-propan-2-ol ##STR49## are dissolved in 50 ml of anhydrous toluene and 5.7 g of anhydrous potassium carbonate are added. A mixture of 4.4 g of 2-nicotinoyl-1-methylvinyl chloride hydrochloride of the formula ##STR50## (prepared from the sodium salt of nicotinoyl-acetone, which is first converted by means of HCl gas into the hydrochloride of free nicotinoyl-acetone and then, using thionyl chloride, into nicotinoyl-methylvinyl chloride hydrochloride) in 50 ml of anhydrous toluene is added slowly, with cooling and stirring, to this mixture and stirring is subsequently continued for 36 hours at room temperature. The product is then filtered and the residue is dissolved in water and the solution is rendered alkaline by means of sodium carbonate and extracted three times with chloroform. The chloroform extracts are concentrated, together with the original toluene filtrate, in vacuo at approx. 14 to 20 mm Hg. 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol is thus obtained after repeated recrystallisation from aqueous ethanol. ##STR51## Melting point: 168° C Analysis: (C25H32N4O4)

後処理

  1. temperaturewith cooling
  2. stirringstirring
  3. filtrationThe product is then filtered
  4. dissolutionthe residue is dissolved in water
  5. extractionextracted three times with chloroform
  6. concentrationThe chloroform extracts are concentrated, together with the original toluene filtrate, in vacuo at approx. 14 to 20 mm Hg

出典と根拠

ORDレコード
ord-735257e6624e41b3a249a3dcce972318
出典データセット
uspto-grants-1978_05
特許番号
US04088764

関連ノート

読み込み中…