Acetonitrile → 3-Methylureido-1-(p-sulfophenyl)-5-pyrazolone Triethylamine Salt

HRID 1449073

反応式

HRID 1449073 の反応式
[C:1](#[N:3])[CH3:2].[C:4](OOC(CC)(N)C)(=[O:7])[CH:5]=C.[CH3:15][N:16]=[C:17]=[O:18].[S:19]([C:23]1[CH:28]=[CH:27][C:26]([NH:29][NH2:30])=[CH:25][CH:24]=1)([OH:22])(=[O:21])=[O:20]>C(O)(=O)C.C(N(CC)CC)C.CO>[CH2:1]([N:3]([CH2:23][CH3:24])[CH2:4][CH3:5])[CH3:2].[CH3:15][NH:16][C:17](=[O:18])[NH:3][C:1]1[NH:30][N:29]([C:26]2[CH:25]=[CH:24][C:23]([S:19]([OH:22])(=[O:20])=[O:21])=[CH:28][CH:27]=2)[C:4](=[O:7])[CH:2]=1

参加物

8

反応物 4

HCID 6342AcetonitrileHCID 12228Methyl IsocyanateHCID 668254-Hydrazinobenzenesulfonic acidHCID 86736826Ethylbeta-amino-beta-ethoxy acrylate

生成物 1

HCID 867368293-Methylureido-1-(p-sulfophenyl)-5-pyrazolone Triethylamine Salt

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒HCID 8471Triethylamine溶媒

実験手順

Into 30 ml of acetonitrile was dissolved 15.9 g of ethylβ-amino-β-ethoxy acrylate, and 6 g of methyl isocyanate was added thereto. The resulting mixture was allowed to stand at room temperature for 2 days. Into a mixed solution of 50 ml of methanol, 50 ml of triethylamine and 50 ml of glacial acetic acid there was dissolved 18.8 g of p-sulfophenyl hydrazine, into which was then slowly dropped the above solution in which the esterification reaction had been completed. The solution so obtained was allowed to stand at room temperature for 4 days, whereupon crystals precipitated. These crystals were combined and washed with acetonitrile and then recrystallized from ethanol; thus, 31 g of pale yellow plate-like crystals of the objective compound of a melting point of 248° to 250° C. was obtained.

後処理

  1. additionwas added
  2. additioninto which was then slowly dropped the above solution in which
  3. customthe esterification reaction
  4. customThe solution so obtained
  5. waitto stand at room temperature for 4 days, whereupon crystals
  6. customprecipitated
  7. washwashed with acetonitrile
  8. customrecrystallized from ethanol
  9. customthus, 31 g of pale yellow plate-like crystals of the objective compound of a melting point of 248° to 250° C. was obtained

出典と根拠

ORDレコード
ord-a7b4b3133e224ba994bf6ff2500ed112
出典データセット
uspto-grants-1980_02
特許番号
US04188489

関連ノート

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