Acetone → 1-Methyl-N5-[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine

HRID 35048ノート

反応式

HRID 35048 の反応式
CS[C:3]([N:7]([CH3:16])[N:8]=CC1C=CC=CC=1)=[N:4][C:5]#[N:6].[NH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:23]=[C:24]([CH2:28][N:29]([CH3:31])[CH3:30])[CH:25]=[CH:26][CH:27]=1.CC(C)=O.Cl>O>[CH3:16][N:7]1[C:3]([NH:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][N:29]([CH3:30])[CH3:31])[CH:23]=2)=[N:4][C:5]([NH2:6])=[N:8]1

参加物

6

反応物 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamineHCID 54323404methyl N-cyano-1-methyl-2-(phenylmethylene)-hydrazinecarboximidothioate

生成物 1

HCID 137898531-Methyl-N5-[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine収率 57.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of N-cyano-1-methyl-2-(phenylmethylene)hydrazine-carboximidothioic acid methyl ester (166 mg) and 3-(3-aminopropoxy)-N,N-dimethylbenzenemethanamine (104 mg) was heated at 45° under a reduced pressure of 20 mm of mercury for 3 hr. Acetone was added, and the resulting solution treated with dilute hydrochloric acid for 1 hour at room temperature. The mixture was diluted with water, washed with ether, basified with excess sodium carbonate and extracted with ethyl acetate. Evaporation of the ethyl acetate extracts gave an oil which crystallised from ethyl acetate/light petroleum b.p. 60°-80° to give the title compound as colourless crystals m.p. 95°-96.5° (87 mg).

後処理

  1. temperaturewas heated at 45° under a reduced pressure of 20 mm of mercury for 3 hr
  2. washwashed with ether
  3. extractionextracted with ethyl acetate
  4. customEvaporation of the ethyl acetate extracts
  5. customgave an oil which
  6. customcrystallised from ethyl acetate/light petroleum b.p. 60°-80°

出典と根拠

ORDレコード
ord-54787bbc82454d0294f90a9f07e5c2b2
出典データセット
uspto-grants-1988_08
特許番号
US04764612

反応ノート

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