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Hydrochloric Acid → 1-[(3,5-Difluoro-4-methoxyphenyl)methyl]-1,3-dihydro-2H-imidazole-2-thione

HRID 981574
ノート
印刷プレビュー

反応式

HRID 981574 の反応式
CO[CH:3](OC)[CH2:4][NH:5][CH2:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([O:14][CH3:15])=[C:9]([F:16])[CH:8]=1.[S-:19][C:20]#[N:21].[K+].Cl>C(O)C.O>[F:16][C:9]1[CH:8]=[C:7]([CH:12]=[C:11]([F:13])[C:10]=1[O:14][CH3:15])[CH2:6][N:5]1[CH:4]=[CH:3][N:21]=[C:20]1[SH:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 516872Potassium thiocyanateHCID 14450862N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal

生成物 1

HCID 144508631-[(3,5-Difluoro-4-methoxyphenyl)methyl]-1,3-dihydro-2H-imidazole-2-thione収率 46%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 962
Water
溶媒

実験手順

To a solution of N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal (4.94 g, 0.0189 mole) in ethyl alcohol (30 ml) was added potassium thiocyanate (2.10 g, 0.0216 mole) in water (48 ml) followed by 12 N hydrochloric acid (4 ml), and the reaction mixture was heated under reflux for 3.5 hours. The solvent was partially removed under reduced pressure, the mixture was cooled in ice, and the product was filtered. The product was recrystallized from ethyl alcohol - hexane to give 1-(3,5-difluoro-4-methoxybenzyl)-2-mercaptoimidazole as a solid melting at 160-161° (2.22 g, 46%).

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. customThe solvent was partially removed under reduced pressure
  4. temperaturethe mixture was cooled in ice
  5. filtrationthe product was filtered
  6. customThe product was recrystallized from ethyl alcohol - hexane

出典と根拠

ORDレコード
ord-30c6c962bc5045ae888a1a2e949b0001
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04992459

反応ノート

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