Methyl iodide → HCID 12884358、化合物

HRID 2199067ノート

反応式

HRID 2199067 の反応式
[CH2:1]([N:4]([C:13]1[NH:14][CH2:15][CH2:16][N:17]=1)[C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:12])[CH:2]=[CH2:3].[H-].[Na+].[CH3:20]I>O1CCCC1>[CH3:20][N:17]1[CH2:16][CH2:15][N:14]=[C:13]1[N:4]([CH2:1][CH:2]=[CH2:3])[C:5]1[C:10]([Cl:11])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:12]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 36354Alinidine

生成物 1

HCID 12884358HCID 12884358、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture consisting of 2.7 gm (0.01 mol) of 2-[N-allyl-N-(2,6-dichloro-phenyl)-amino]-2-imidazoline, 0.44 gm of a 55% sodium hydride dispersion and 25 ml of absolute tetrahydrofuran was refluxed for 5.5 hours while stirring, and the reaction mixture was allowed to stand overnight at room temperature. Thereafter, 1 ml of methyl iodide (about 160% of the stoichiometrically required amount) was added, and the mixture was refluxed for two hours. The reaction mixture was then evaporated to dryness in vacuo, the residue was dissolved in dilute (about 1 N) hydrochloric acid, and the resulting solution was extracted several times with ether (the ethereal extracts were discarded). The aqueous acidic phase was fractionally extracted with ether at stepwisely increasing pH-values (addition of 2 N sodium hydroxide). The thin-layer chromatographically uniform fractions were combined, dried over magnesium sulfate, and the ether was evaporated in vacuo, leaving 0.65 gm (23.0% of theory) of an initially oily residue which crystallized after a short period of time. The crystalline product had a melting point of 59°-61° C.

後処理

  1. temperaturewas refluxed for 5.5 hours
  2. temperaturethe mixture was refluxed for two hours
  3. customThe reaction mixture was then evaporated to dryness in vacuo
  4. dissolutionthe residue was dissolved
  5. additionin dilute (about 1 N) hydrochloric acid
  6. extractionthe resulting solution was extracted several times with ether (the ethereal extracts
  7. extractionThe aqueous acidic phase was fractionally extracted with ether at stepwisely increasing pH-values (addition of 2 N sodium hydroxide)
  8. dry with materialdried over magnesium sulfate
  9. customthe ether was evaporated in vacuo
  10. customleaving 0.65 gm (23.0% of theory) of an initially oily residue which
  11. customcrystallized after a short period of time

出典と根拠

ORDレコード
ord-5153c977dd56440ab8e48f32c5fc4f4d
出典データセット
uspto-grants-1982_11
特許番号
US04361575

反応ノート

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