Methyl Isocyanate → HCID 20074956、化合物

HRID 703824ノート

反応式

HRID 703824 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([N:9]([CH2:11][C:12]([O:14]C)=O)[NH2:10])[CH:6]=[CH:7][CH:8]=1)#[N:2].[CH3:16][N:17]=[C:18]=[O:19]>C(#N)C>[C:1]([C:3]1[CH:4]=[C:5]([N:9]2[CH2:11][C:12](=[O:14])[N:17]([CH3:16])[C:18](=[O:19])[NH:10]2)[CH:6]=[CH:7][CH:8]=1)#[N:2]

参加物

4

反応物 2

HCID 12228Methyl IsocyanateHCID 54460083HCID 54460083、化合物

生成物 1

HCID 20074956HCID 20074956、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Methyl [1-(3-cyanophenyl)hydrazino]acetate (700 mg) was dissolved in dry acetonitrile (10 ml) under nitrogen. Methyl isocyanate (0.7 ml) was added to the reaction mixture which was then heated at reflux for 1.5 h. The solvent was removed in vacuo and the oily residue was dissolved in methanol (10 ml) under nitrogen. Sodium methoxide (2.17M solution in methanol; 3.9 ml) was added and the solution was stirred at room temperature for 2 h. The reaction was poured into pH 6.5 phosphate buffer (100 ml) and extracted with ethyl acetate (3×80 ml). The combined, dried organic extracts were concentrated at reduced pressure to give a solid which was triturated with ether (3×20 ml) to give the title compound (640 mg), m.p. 174°-178°. N.m.r. indicated 0.084 mol ethyl acetate.

後処理

  1. temperaturewas then heated
  2. temperatureat reflux for 1.5 h
  3. customThe solvent was removed in vacuo
  4. dissolutionthe oily residue was dissolved in methanol (10 ml) under nitrogen
  5. additionSodium methoxide (2.17M solution in methanol; 3.9 ml) was added
  6. additionThe reaction was poured into pH 6.5 phosphate buffer (100 ml)
  7. extractionextracted with ethyl acetate (3×80 ml)
  8. concentrationdried organic extracts were concentrated at reduced pressure
  9. customto give a solid which
  10. customwas triturated with ether (3×20 ml)

出典と根拠

ORDレコード
ord-b13d63bcd9134f4f83c834b5e33b3d1d
出典データセット
uspto-grants-1991_01
特許番号
US04985427

反応ノート

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