Cyclohexanol → Cyclohexyl 1-(4-chlorophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate

HRID 67263

反応式

HRID 67263 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][C:11](=[O:15])[C:10]([C:16]([OH:18])=[O:17])=[N:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.ClC(O[CH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1)=O.C1(O)CCCCC1>C1(C)C=CC=CC=1.CCCCCC.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][C:11](=[O:15])[C:10]([C:16]([O:18][CH:30]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[O:17])=[N:9]2)=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 7966CyclohexanolHCID 8471TriethylamineHCID 83262Carbonochloridic acid, cyclohexyl esterHCID 197225Fenridazon

生成物 1

HCID 13084122Cyclohexyl 1-(4-chlorophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate収率 65%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒3 回HCID 8058Hexane溶媒

実験手順

To an ice cooled suspension of 5.29 g (0.02 mol) 1-(4-chlorophenyl)-1,4-dihydro-4-oxo-6-methyl pyridazine-3-carboxylic Acid (see Example 12) and 2.02 g (0.02 mol) of triethylamine in 75 ml of toluene there is added 3.25 g (0.02 mol) of cyclohexyl chloroformate. The suspension formed is stirred at room temperature for 15 minutes and to it there is added 3.2 g (0.022 mol) of cyclohexanol in 50 ml of toluene. The mixture is stirred at room temperature for 38 hrs. and to it there is added 100 ml of water. The mixture is stirred at room temperature for 1 hr. and the toluene layer is isolated and poured into 600 ml of hexane. The suspension formed is stirred at room temperature for 1/2 hr. and is vacuum filtered. The filter cake is air dried to afford 4.5 g (65% yield) of product, mp 160°-162° C.

後処理

  1. customThe suspension formed
  2. stirringThe mixture is stirred at room temperature for 38 hrs
  3. stirringThe mixture is stirred at room temperature for 1 hr
  4. customThe suspension formed
  5. stirringis stirred at room temperature for 1/2 hr
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-1ff062a96b93482eaad2b50dc2687f39
出典データセット
uspto-grants-1982_08
特許番号
US04345934

関連ノート

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