Sodium Carbonate → 2-[N-(cyclopropyl-methyl)-N-(2,6-dichloro-phenyl)-amino]-2-imidazoline

HRID 866642ノート

反応式

HRID 866642 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][NH:11]1.Cl[CH2:16][CH:17]1[CH2:19][CH2:18]1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[CH:17]1([CH2:16][N:9]([C:10]2[NH:14][CH2:13][CH2:12][N:11]=2)[C:3]2[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[CH2:19][CH2:18]1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 80013(Chloromethyl)cyclopropaneHCID 178478105HCID 178478105、化合物

生成物 1

HCID 126746362-[N-(cyclopropyl-methyl)-N-(2,6-dichloro-phenyl)-amino]-2-imidazoline収率 10.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture consisting of 6.9 gm (0.03 mol) of 2-(2,6-dichlorophenyl-imino)-imidazolidine, 2.9 gm (110% of stoichiometrically required amount) or chloromethyl-cyclopropane, 4 gm of sodium carbonate and 50 ml of absolute toluene was refluxed for 32 hours, while stirring. Thereafter, the reaction solution was evaporated to dryness in vacuo, and the residue was dissolved in about 1N hydrochloric acid. The resulting acidic solution was extracted several times with ether, and the ethereal extracts were discarded. The acidic aqueous phase was then fractionally extrated with ether at stepwisely increasing pH-values (alkalization with dilute sodium hydroxide), and the thin-layer chromatographically pure fractions were combined, dried over magnesium sulfate and evaporated in vacuo, yielding as the residue 0.9 gm (10.6% of theory) of the compound of the formula ##STR7## which had a melting point of 126°-129° C.

後処理

  1. temperaturewas refluxed for 32 hours
  2. customThereafter, the reaction solution was evaporated to dryness in vacuo
  3. dissolutionthe residue was dissolved in about 1N hydrochloric acid
  4. extractionThe resulting acidic solution was extracted several times with ether
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-cabc52577d804c58adbb828bfc8707c3
出典データセット
uspto-grants-1978_07
特許番号
US04100292

反応ノート

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